FIELD OF INVENTION
The present invention relates to a hair conditioning kit comprising silicone active based hair
conditioning formulation in atleast two parts adapted to favour long lasting conditioning effect
on the hair and maintain lively hair for a longer period of time comprising formulations of
selective organopolysiloxane molecules with carrier solvent and more particularly, relates to
long lasting hair conditioning formulation adapted to favour entering of reactive silicones in
the hair cortex through hair cuticles to generate reacted high viscosity polymer of high
molecular weight which could be retained in the narrow passage between the hair cuticles for
a longer time on hair surface even after number of hair wash and keep the hair more lively for
a longer duration. The present invention is further directed to not only save unnecessary
organopolysiloxane drainage in rinse water but also aid rinse waste water treatment more
facile in waste water treatment plant. Therefore, the present invention in other words is
addressed not only to keep the hair more lively for longer time but also helps to recycle the
huge amount of rinse water as a part of responsible care.
BACKGROUND OF THE INVENTION
Globally, most of the people wash the hair with 2-in-l shampoo or wash with standard
shampoo and use conditioner separately or use leave on conditioner in dry hair after washing
the hair with shampoo. In all cases, the conditioner used after cleaning the hair to give a
conditioning effect is not permanent. Therefore, it is important during hair washing to ensure
that the hair gets cleaned first while washing the hair and then during rinsing, the conditioner
gets transferred to the hair. Silicone use in 2-in-l shampoo or conditioner or leave on silicone
(silicone gum blend in volatile solvent) are apparently distributed on hair surface and every
time during hair washing, the same gets partly or fully cleaned from hair surface and get
drained out with rinsed waste water.
Standard hair conditioner like 2-in-l shampoo ideally works in two stages during application
of shampoo. In the 1st stage upon application of shampoo in washing stage, only detergent
part of the shampoo emulsify all dirt and residual conditioning polymers gets retained in the
hair and the conditioner molecules present in the shampoo should not get deposited on the
hair at the washing stage. In the second stage, all emulsified dirt particles gets washed in the
water used for rinsing and conditioning molecule present in the shampoo immediately settles
on the hair. In today's world, silicone is one of best conditioning polymer used in most of the

conditioning shampoos and therefore, during each application of conditioning shampoo, some
quantity of silicone polymer in the form of emulsified dirt gets washed out through rinse water
and gradually accumulates from a small quantity to noticeable quantity in waste water.
Moreover, conditioning properties in hair is also dependent on how efficiently conditioning
molecule stay in shampoo solution and not deposit on hair during washing period.
Additionally, conditioning properties in hair also depend on how fast conditioning silicone
molecule settles on the hair during rinsing. Furthermore, most of the rinse off hair
conditioning product available in the market transfer conditioning silicone molecule as high as
40 to 50% on hair surface while the rest of the silicone gets washed away in the water used
for rinsing with increase of silicone quantity in waste water.
Presently available silicone leave-on hair conditioner contains high viscous silicone polymer
dissolved in either cyclomethicone or other organic solvent. After application of such leave on
conditioner, Silicone gum form a smooth film in hair and solvent in the conditioner helps for
spreading high viscosity silicone dimethicone or dimethiconol polymer on hair surface and
later the solvent evaporates from the hair. Hence, the hair gets coated with fine silicone film
and does not lose silicone conditioner during application. Presently available silicones doesn't
have any entrapping or bonding with hair surface and as a result, during hair washing with
shampoo, silicone film from hair surface gets washed off easily during hair rinsing. Therefore,
this type of leave on conditioner also does not last permanently on the hair and after each
hair wash such type of hair conditioners are applied again on the hair to get the desired
conditioning effect.
EP 1377621 discloses amino silicone containing amino groups in branch as well in alpha
omega position wherein such amino structure after reaction with organic epoxide or silicone
epoxide have atleast two epoxy groups results veSicles or gels which is difficult to use in
uniform hair coating for long lasting hair conditioner. EP 11625132 discloses a highly cross
linked silicone polymer emulsion that is produced after making oil-in-water and water-in-oil
emulsions and microemulsions containing elastometic silanes or siloxanes haVing quaternary
ammonium groups in their molecule as the oil phase of emulsion or microemulsion,
comprising reacting (i) an organic quaternary ammonium compound having epoxide groups
or halohydrin groups in its molecule, with (ii) a silane or siloxane having amino groups in the
molecule, in presence of (iii) a crosslinking agent and (IV), a surfactant, dispersed in (V) an
aqueous polar phase resulting a cross linked polymer solution that is difficult to use in uniform
hair coating for long lasting hair conditioner
US 7863397 discloses a amino and/or ammoniopolyslloxane comprising a reaction product of
epoxy silicone, disicynate and organic amino compound resulting in a polymer that provides

for semi permanent coating on hair without any long lasting hair conditioning effect. US
20100310491 disclosed a personal care composition suitable for hair treatment comprising a
composition of reaction product of oxirane or oxetane and amino silane in the form of an an
emulsion comprising a continuous phase which comprises the reaction product of oxirane or
oxetane and amino silane and a discontinuous phase which comprises water or a non-aqueous
hydroxylic solvent and which said reaction product also does not provide for uniform
homogeneous coating on hair surface due to the absence of the desired anchoring of the
resulting silicone molecule in the hair cuticle.
Therefore, there is a strong need in the art for a hair conditioning composition/ktt to achieve a
long lasting effect of hair conditioning whereby the conditioner would get retained on the hair
even after number of hair washing cycles to favour proper conditioning and lively hair.
Furthermore, such long lasting hair conditioning composition/ kit could also substantially
reduce silicone wastage in rinsed water and to have minimum impact on the environment,
render rinse waste water treatment in waste water treatment plant more facile and help
recycling huge amount of rinse water.
OBJECTS OF THE INVENTION
It is thus the basic object of the present invention to provide for a selective silicone active
based long lasting hair conditioning formulation which could favour entry of said selective
reactive silicones in the hair cortex through hair cuticles for generating the high viscosity
polymer in-situ which would then be retained in the narrow passage between the hair cuticles
for a longer time on hair surface even after number of hair wash and thus keep the hair more
lively for a longer duration.
Another object of the present invention is to provide for a hair conditioning kit comprising
formulation involving selective reactive organopolysiloxane molecules in association with a
solvent adapted to favour long lasting conditioning effect on the hair by getting retained on
the hair after several wash cycles.
Another object of the present invention is to provide for a hair conditioning formulation
comprising selective reactive organopolysiloxane molecules in association with organic
solvents that would react in-situ in the cortex of the hair to generate desired high viscosity
organopolysiloxane polymer and further achieve good spread ability thereof with low surface
tension of the said solvent to favour effective spreading on the hair surface and a long lasting
conditioning effect.

Another object of the present invention is to provide for a process of conditioning the hair by
employing the said hair conditioning composition/agent/ kit favouring long lasting and
consistent conditioning effect on the hair after multiple hair wash cycles and at the same time
avoiding any negative sensory effect.
Yet another object of the present invention is to provide for a hair conditioning formulation
that would uniformly spread on the hair surface when applied in small amounts with the
provision of penetrating inside the hair cuticle when applied in said small amounts.
Another object of the present invention is to provide for a hair conditioning formulation
adapted to favour molecular growth involving reaction of selective reactive
organopolysiloxanes inside the hair cuticles when applied in small amounts as oil.
Yet another object of the present invention is to provide for a hair conditioning formulation
favouring generation of the resultant conditioning silicone molecule of size big enough in-situ
within the cuticle of the hair which would be difficult to rinse off from the hair surface cuticle
even after consecutive hair wash cycles due to its big molecular size and being entrapped
inside the cuticle of the hair.
Still another object of the present invention is to provide for a hair conditioning composition/
kit that would favour minimal loss of organopolysiloxane conditioner molecule in rinse water
during hair washing.
Yet further object of the present invention is directed to not only save unnecessary
organopolysiloxane drainage in rinse water but also help for the rinse waste water treatment
more easy in waste water treatment plant and thus directed not only to keep the hair more
lively for longer time but also help to recycle the huge amount of rinse water as a part of
responsible care.
SUMMARY OF THE INVENTION
Thus according to the basic aspect of the present invention there is provided a kit comprising
silicone active based hair conditioning formulation atleast in two parts comprising

(A) first part of the hair conditioning formulation involving 1 to 50 % reactive
organopolyslloxane of structure (i)

Wherein Z is the amine group having functionality like -C3H6-NH-C2H4-NH2; -C2H4CH(CH3)-NH-
C2H4-NH2; -C4H8-NH-C3H6-NHC2H5; -C2H4CH(CH3)-NH-C4H8-NH2; -NH-C2H4-NHC4H9,CH3 . -C3H6-
NH2. -C2H4CH(CH3)-NH2 and not limited to the functionaiities as stated above; Wherein R' is
a monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon atoms or
monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number, Wherein R is the monofunctiona,, saturated or unsaturated alkyl
group with 1 to 20 carbon atoms or monofunctional aryl group with 6 to 20 carbon atoms,
most preferably methyl group;
Where n is atleast 10 and m is 0 or more than 0;
Amine number of structure (i) is atleast 0.05;
Wherein the balance amount in 1st part is the organic solvent selected from cyclomethicone
or mixtures thereof or short chain volatiles selected from trimethylsiloxy terminated
polydimethylsiloxane (dimethicone) or short chain alkanes in which said solvents the said
reactive organopolyslloxane of structure (i) is clearly soluble;
(B) Second part of the hair conditioning formulation involving 1 to 50 % of reactive
organopolyslloxane of structure (ii)

Wherein Y is the epoxy group including functionality such as



and not limited to the said functionaiities,
When R" is monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon atoms
or monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number,
Wherein R is the monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon
atoms or monofunctional aryl group with 6 to 20 carbon atoms, most preferably methyl
group,
Where b is atleast 10 and a is 0 or more than 0,
wherein the balance amount in 2nd part is the organic solvent, said organic solvent is
selected from cyclomethicone or mixtures thereof or short chain volatiles trimethylsiloxy
terminated polydimethylsiloxane (dimethicone) or short chain alkanes in which structure (ii) is
clearly soluble;
said two part formulation on application capable of entering the hair cortex for in-situ
generation of resulting hair conditioning organopolysiloxane molecule within the hair cortex
and remain entrapped for a longer time even after consecutive hair wash cycles.
According to another preferred aspect of the present invention said kit comprising silicone
active based hair conditioning formulation in two parts comprising directions for application of
said first and second part of the hair conditioning formulation for in-situ generation of
resulting hair conditioning organopolysiloxane molecule within the hair cortex.
According to yet another preferred aspect of the present invention there is provided the said
kit comprising silicone active based hair conditioning formulation in two parts wherein said
first and second part of the hair conditioning formulation are adapted to first enter in the hair
cortex and then react with each other in-situ to generate ~ CH(OH)-CH2-NH -CH2~ linkage at
the α,ω position of the resulting organopolysiloxane molecule of viscosity of at least 100 cps
and molecular weight of at least 5000 to favour entrapment within the hair cortex for a
longer time even after consecutive hair wash cycles.

According to another preferred aspect of the present invention there is provided the said kit
comprising silicone active based hair conditioning formulation in two parts wherein the solvent
in said formulation is selected to provide low surface tension of upto about 25 dynes/see more
preferably upto 20 dynes/see to favour effective and uniform spreading of the actives (a) and
(b) on hair surface when applied in small amounts for initiation of the in-situ reaction.
According to another aspect of the present invention there is provided a method of hair
conditioning involving
(A) first part of the hair conditioning formulation involving 1 to 50 % reactive
organopolysiloxane of structure (i)

Wherein Z is the amine group haVing functionaiity like -C3H6-NH-C2H4-NH2; -C2H4CH(CH3)-NH-
C2H4-NH2; -C4H8-NH-C3H6-NHC2H5; -C2H4CH(CH3)-NH-C4H8-NH2; -NH-C2H4-NHC4H9,CH3 ;-C3H6-
NH2;. -C2H4CH(CH3)-NH2 and not limited to the functionaitiies as stated above; Wherein R' is
a monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon atoms or
monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number, Wherein R is the monofunctiona,, saturated or unsaturated alkyl
group with 1 to 20 carbon atoms or monofunctional aryl group with 6 to 20 carbon atoms,
most preferably methyl group;
Where n is atleast 10 and m is 0 or more than 0;
Amine number of structure (i) is atleast 0.05;
Wherein the balance amount in 1st part is the organic solvent selected from cyclomethicone
or mixtures thereof or short chain volatiles selected from trimethylsiloxy terminated
polydimethylsiloxane (dimethicone) or short chain alkanes in which said solvents the said
reactive organopolyslloxane of structure (i) is clearly soluble;
(B) Second part of the hair conditioning formulation involving 1 to 50 % of reactive
organopolysiloxane of structure (ii)


Wherein Y is the epoxy group including functionality such as

and not limited to the said functionaiities,
When R" is monofunctiona, saturated or unsaturated alkyl group with 1 to 20 carbon atoms
or monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number,
Wherein R is the monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon
atoms or monofunctional aryl group with 6 to 20 carbon atoms, most preferably methyl
group,
Where b is atleast 10 and a is 0 or more than 0,
wherein the balance amount in 2nd part is the organic solvent, said organic solvent is
selected from cyclomethicone or mixtures thereof or short chain volatiles trimethylsiloxy
terminated polydimethylsiloxane (dimethicone) or short chain alkanes in which structure (ii) is
clearly soluble;
comprising the steps of :
(I) applying said first and second part of the hair conditioning formulation to hair to be
conditioned in combination or individually one after the other; and
(II) allowing the said first and second part of the hair conditioning formulation to enter the
hair cortex for in-situ generation of resulting hair conditioning organopolysiloxane
molecule within the hair cortex to thereby remain entrap for desired conditioning.
According to another preferred aspect of the present invention there is provided the said
method of hair conditioning comprising the steps of:
(I) intimately mixing amino silicone solution (A) with epoxy silicone solution (6) in a selective
ratio range of 10:90 to 90:10;
(II) applying said mix on the hair ensuring entire coverage of the hair with the abovesaid
solution (A) and (6);

(III) leaving the hair with the said mix at ambient temperature for atleast 5 minutes for
favouring the entry of amino silicones (A) and epoxy silicones (B) in the cortex of the hair and
react in-situ to generate ~CH(OH)-CH2-NH -CH2V linkage thereby resulting in a viscous
organopolysiloxane molecule of viscosity of at least 100 cps and molecular weight of at least
5000 to favour its entrapment and retention within the hair cortex for a longer time suitably
adapted for conditioning the hair having lasting effect over several consecutive wash cycles.
According to yet another preferred aspect of the present invention there is provided the said
method of hair conditioning wherein
step (I) involving intimately mixing amino silicone solution (a) with epoxy silicone solution (b)
is preferably done at the selective ratio range of 50:50;
step (III) involving leaving the hair with said mix of amino silicone (a) & epoxy silicone (b) at
ambient temperature is preferably left for 15-30 minutes for favouring the entry of amino
silicones and epoxy silicones in the cortex of the hair to react with each other in-situ adapted
to form hydrophobic silicone coating on hair.
According to yet another preferred aspect of the present invention there is provided the said
method of hair conditioning wherein
step (II) of applying said mix on the hair ensuring entire coverage of the hair involves
application of amino silicone solution (a) and epoxy silicone solution (b) at the levels of upto
10 gm per 100 gm of hair wherein preferably upto 3% of amino silicone solution (a) and upto
3% epoxysilicone solution (b) are applied on 100 gram of clean hair to favour optimum
hydrophobic coating on hair haVing lasting effect over several consecutive wash cycles.
DETAILED DESCRIPTION OF THE INVENTION
As discussed hereinbefore the present invention provides for a kit comprising silicone active
based hair conditioning formulation in atleast two parts comprising of the selective amino
silicone solution (A) and selective epoxy silicone solution (B) together with solvent/s wherein
said two part formulation on application is capable of entering the hair cortex for in-situ
generation of resulting hair conditioning organopolysiloxane molecule within the hair cortex
that remain entrapped for a longer time even after consecutive hair wash cycles thus
providing for the desired conditioning of hair.
Said entering of selective reactive silicones of the kit in the hair cortex through hair cuticles
for in-situ generating the resulting high viscosity and high molecular weight polymer thereby

favours its effective retention in hair cortex due to increase of polymer chain by way of
addition/ condensation reaction between said selective reactive silicone polymers to be thus
retained in the narrow passage between the hair cuticles for a longer time on hair surface
even after number of hair wash and thus keeps the hair more lively for a longer duration due
to longer retaining hydrophobcc silicone coating on hair surface
According to an aspect of the present invention, there is provided a hydrophobcc hair
treatmett kit comprising selective silicone formulation adapted to first enter in the hair
cortex and then react with each other in-situ to generate ~ CH(OH)-CH2-NH -CH2~ linkage at
the α,ω position of the resulting organopolysiloxane molecule of viscostty of at least 100 cps
and molecular weight of at least 5000 to favour entrapmett within the hair cortex for a longer
time even after consecutive hair wash cycles.
According to another aspect of the present invention there is provided a kit comprising
silicone active based hair conditioning formulation atleast in two parts comprising
(A) first part of the hair conditioning formulation involving 1 to 50 % reactive
organopolysiloxane of structure (i)

Wherein Z is the amine group having functionality like -C3H6-NH-C2H4-NH2; -C2H4CH(CH3)-NH-
C2H4-NH2; -C4Hs-NH-C3H6-NHC2Hs; -C2H4CH(CH3)-NH-C4Hs-NH2; -NH-C2H4-NHC4Hg,CH3; -C3H6-
NH2; -C2H4CH(CH3)-NH2 and not limited to the functionalities as stated above; Wherein R' is
a monofunctional, saturated or unsaturated alkyl group with 1 to 20 carbon atoms or
monofunctional aryl group with 6 to 20 carbon atoms, most preferabyy similar to R or
different in carbon numbe,, Wherein Ris the monofunctional, saturated or unsaturated alkyl
group with 1 to 20 carbon atoms or monofunctional aryl group with 6 to 20 carbon atoms,
most preferably methyl group;
Where n is atleast 10 and m is 0 or more than 0;
Amine number of structure (i) is atleast 0.05;

Wherein the balance amount in 1st part is the organic solvent such as solvents selected
from cyclomethicone or mixtures thereof or short chain volatiles selected from
trimethylsiloxy terminated polydimethylsiloxane (dimethicone) or short chain alkanes in which
said solvents the said reactive organopolysiloxane of structure (i) is clearly soluble;
(B) Second part of the hair conditioning formulation involving 1-50 % reactive
organopolysiloxane of structure (ii)

Wherein Y is the epoxy group including functionality such as

and not limited to the said functionaiities,
When R" is monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon atoms
or monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number,
Wherein R is the monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon
atoms or monofunctional aryl group with 6 to 20 carbon atoms, most preferably methyl
group,
Where b is atleast 10 and a is 0 or more than 0,
and the balance amount in 2nd part is the organic solvent, wherein the said organic solvent
can be cyclomethicone or mixtures thereof or short chain volatiles trimethylsiloxy terminated
polydimethylsiloxane (dimethicone) or short chain alkanes in which structure (ii) is clearly
soluble,

said two part formulation on application capable of entering the hair cortex for in-situ
generation of resulting hair conditioning organopolysiloxane molecule within the hair cortex
and remain entrapped for a longer time even after consecutive hair wash cycles.
The present invention also provides for a method of hair conditioning involving the said
formulation.
According to yet another aspect of the present invention there is provided a method of
silicone hydrophobic coating on hair involving the above said composition/ kit comprising the
steps of:
(I) intimately mixing amino silicone solution (a) with epoxy silicone solution (b) in a selective
ratio range preferably in the range of 10:90 to 90:10; most preferably 50:50 ratio. Each
component of silicone solution (a) & (b) is applied as high as 10 gm per 100 gm hair and
quantity of hair solution (a) & (b) always greater than zero. Most preferably, less than 3% of
amino silicone solution (a) and less than 3% epoxysilicone (b)applied after mixing of two
component on 100 gram clean hair to thereby result in optimum long lasting hydrophobic
coating on hair
(II) applying the said mix on the hair ensuring entire coverage of the hair with the abovesaid
solution (a) and (b);
(III) leaving the hair with the said mix at ambient temperature for atleast 5 minutes for
favouring the entry of amino silicones and epoxy silicones in the cortex of the hair to react
and yield a high viscosity polymer involving ~ CH(OH)-CH2-NH -CH2~ linkage adapted for
conditioning the hair having lasting effect over several consecutive wash cycles. Preferably,
leaving the hair with said mix (mixture of amino silicone (a) & epoxy silicone(b») at ambient
temperature for 15-30 minutes for favouring the entry of amino silicones and epoxy silicones
in the cortex of the hair to react.
According to a preferred aspect of the present invention there is provided for a hair coating
kit comprising long lasting hair hydrophobic treatment formulation wherein in the said
formulation the solvent is selectively provided to benefit effective high spreading on the hair
surface haVing low surface tension below or equivalent to 25 dynes/sec. Most preferably,
surface tension of the solvent is below 20 dynes/sec.
According to another preferred aspect of the present invention there is provided a hair
hydrophobic coating formulationcomprising selective silicone active based formulation wherein

the reactive organopolysiloxan.es in the said formulation are selectively provided to react with
each other at ambient condition in-situ in the hair cortex.
According to yet another preferred aspect of the present invention there is provided a hair
coating composition/ agent comprising silicone formulation wherein the solvents including the
reactive organopolysiloxane make a clear solution (i,e silicones are soluble in solvent) and
surface tension of the solution ( solvent & silicones) is below 25 dynes/cm and optimally
below 20 dynes/cm so that solution spread uniformly on hair surface when applied in small
amounts.
According to an embodiment of the present invention, the same involves mixing of a 1st part
of amino silicone solution with 2nd part of epoxy silicone in the ratio of 10:90 to 90:10. The
said mix solution of atleast 0.1 gm per gm of hair is then applied properly so that all hair
surface is coated with the oil i.e. mix solution from amino silicone solution and epoxy silicone
solution. The hair is allowed to stay in this condition at ambient condition for atleast 15 min.
During this time, mixed oil with reactive silicones are found to enter in the hair cortex
through hair cuticles wherein both the silicones i.e. amino silicone (A) & epoxy silicone (B)are
capable of entering the hair cortex and then react with each other for generating resulting
organopolysiloxane molecule in-situ with ~ CH(OH)-CH2-NH -CH2" linkage at the a, co
position of viscosity of at least 100 cps and molecular weight of at least 5000 to favour
entrapment within the hair cortex for a longer time even after consecutive hair wash cycles.
After completion of reaction, due to said resulting polymer molecular weight prevented the
polymer to return back from the narrow passage between the cuticles to be thus retained on
hair. Therefore the high molecular weight of the resultant silicone polymer obtained of the
selective reactive silicones and generated in the cortex favoured its retention on the surface
of the hair by way of being entrapped inside the hair cuticle for longer time even after number
of hair wash to keep hair more lively until the passage in between the cuticles become big
enough to allow the polymer to come out from inside the cuticles.
The present invention is better demonstrated hereinafter by way of the following non-limiting
exemplary illustrations hereunder:
(Examples)
Step -I
Polymer Synthesis: Synthesis of Amino Silicone Solution A

In the 10 lit reactor, transferred 5.00Kg 80 cps C,co hydroxyl terminated polydimethylsiloxane
and 1650 gm c,co -aminoethyaaminopropyl terminatedpolydimethylsiloxane (amine no 0.75
& viscosity 130 cps ). Closed the reactor and purged with nitrogen for 30 min. Reactor was
equipped with stirring, heating jcooiing having vertical condenser that could use for stripping
as well refluxing. Receiver was connected at the bottom of the condenser. Reactor also had a
facility to work under nitrogen atmosphere or under vacuum or under pressure. An accurate
temperature controlling system also installed in the reactor so that reaction could be carried
out at desire temperature. After 30 min nitrogen purging, increased the reactor material
temperature to 80°C under nitrogen purging. Added 5 gm 40% active ethanolic KOH solution.
Stopped nitrogen purging and applied 500 mm Hg vacuum. Increased reactor temperature to
140 °C under stirring and reaction was continued at 110°C till polymer viscosity reach to
3000cps. Vacuum was neutralized by nitrogen and added 5 gm silyl phosphate. Mixing was
continued for 10 min under nitrogen purging. Stopped nitrogen purging and applied full
vacuum. Temperature of the fluid increased to 150°C. Continued stripping till volatiles was
coming out from the fluid.
Cooled the fluid to room temperature under vacuum when stripping was over. A clear 4000
cps α,ω -aminoethylaminopropyl terminated polydimethylsiloxne was obtained having amine
number 0.19.
1st part amino silicone solution (Amino Silicone Solution Al
Took 20 gm amino fluid synthesized in step I above and mix with 80 gm C-13-15 alkane
(from total petrochemical, France). A clear solvent solution of amino silicone was obtained.
2nd Part of epoxy silicone solution ( EPOXV silicone solution Bl
Took 20 gm α,ω 3-glycidoxy propyl terminated polydimethylsiloxne ( viscosity 150 cps &
epoxy equivalent 0.054%) and mix with 80 gm C-13-15 alkane (from total petrochemical,
France). A clear solvent solution of epoxy silicone was obtained.
Example-I
Mixture of Aminosilicone Solution A & EPOXV Silicone solution B
To see the effectiveness of mixture of Aminosilicone Solution A & Epoxy Silicone solution B on
long lasting hair conditioning coating, 1:1 ratio of these two component mixed before
application and these mixture designated in below application test as "Example 1 mix"
Example-2 (competitive example from US 2010031(49))
Aminopropylisopropoxysllane (41.45 gm), 3-(diethylamino)propyl amine(20.49 gm), epoxy
capped polysiloxane with average structure CH2(O)CHCH2O(CH2)3Si(CH3)2O[Si(CH3)2O]50Si

(CH2)3OCH20CH2CH(0)CH2 (348.56 gm) and an epoxy end structure
CH2(O)CHCH2O(CH22CH3)CH20)7CH2CH(O)CH2 (89.49 gm) and isopropanol ( 500 gm) was
combined in a 2000 ml flask. the material was refluxing under stirring condition with an
overhead stirrer. Refluxing was continued for 24 hr until all epoxy groups consumed as
determined by titration. Stripping out all volatiles at 70°C under 4 torr vacuum.
20 part of above fluid is mixed with 10 part TMN-6 surfactant ( Dow Chemicals) with a high
speed stirrer. Then add 10 part water and mixed stirrer. Then, 70 part water added slow
under stirring condition. Finally adjust pH 4 by acetic acid. A clear microemulsion was
obtained and this emulsion was applied on hair as per step III
Example -3 (competitive example from EP 1377621)
51 gm amino silicone fluid having following structure (CH3)3Si-(O-Si (CH3)2)269.5-(O-
Si(CH3)((CH2)3NHC2H4NH22)117.5-0-Si(CH3)3
and 14.35 gm of 1,4-butanediol diglycidyl ether and 47 gm of water weighted in the vial.
Material was cooked in the vial at 80°C for 2 hr. Optical microscopy confirmed the particle
birefringent that proved the existence of vesicles Finally solution was diluted with 214.4 gr
water for making 20% active solution for application on hair.
Example -4 (Competitive example from EP 11625132)
a) in a 1000 ml three-neeck flask, 70.5 gm of N,N-dimethy--l,3-propadediamine is dissolved
at room temperature in 500 ml of isopropanol. Subsequently, 181 of the
isophoronedidisocyanate were added with a few minutes at such a rate that a clear solution
was obtained. After completion of addition, solution heated to 60°C and continued reaction at
60°C for 1 hr.
b) 40 gm deionized water, 10.4 gm acetic acid , 34.5 gm of dodecanoic acid, 17.8 gm of
N,N,N,N-tetramethyl-l,6-hexanediamine and 21.9gm primary amine group terminated
alkylene oxide in the trade name of Jeffamin ED 600 were dissolved in 500 gm of isopropyl
alcohol
c) 1000 gm diepoxide having following structure


were taken in a three necked flask. Subsequently solution a) and solution b) were added
dropwise under stirring condition. After completion of addition, whole solution was heated to
80-82 °C and continued reaction for 10 hr. 2046 gm (52.5% solid) yellowish, opaque solution
were obtained. Dilute the product to 20% solid for the application on hair

* Make 0.1% glydant stock solution in demineralised water. Then make 4% carbopol 980
slurry in the stock solution.
* Pearliser:

Procedure:
1 Mix ingredients a at 45ᵒC for 30 mins
2 Mix ingredients b at 45ᵒC for 30 mins
3 Mix ingredients c at 45ᵒC for 60 mins
4 Mix ingredients d at 45ᵒC for 45 mins
5 Mix ingredients e at 45ᵒC for 30 mins
6 Mix ingredients f at 45ᵒC for 60 mins
7 Mix ingredients g at 45ᵒC for 30 mins
8 Mix ingredients h at 45ᵒC for 30 mins
9 Cool the above mixture to room temperature and add perfume.
10 Add sodium chloride solution and stir for 15 mins
Step - III ( Application of silicone on hair)
1. Take 2.4 gm of the weight of hair swarch
2. Weigh 0.036 gm of Amino Silicone solution A and 0.036 gm of Epoxy Silicone solution
B in a small petridish as disclosed in example 1 mix and for examples 2, 3, 4, take
0.072 gm final product weighted in petridish
3. The two components weighed in the petridish are mixed completely with fingers for
example 1 mix and for example 2,3,4 product as it is applied on the hair entirely
along the length and rubbed till the entire hair is applied wholly
4. The hair swatch is kept aside for 30 mins
5. Some portion of the hair is kept aside.
6. Rest hair is taken for shampoo wash. Take the weight of the hair and then wet under
tap water.
7. Apply 0.1 gm shampoo (Step II)) per gram of hair
8. Apply for 60 secs and keep for 60 secs.
9. The wash it off and dry each time.
10. Washing is done for 10 times by following step 7 to 9. Remove small quantity of hair
tresses each time from the bunch after lwash, 5th wash, 10th wash
Step IV (Control silicone application)
As a control, 0.096 gm of well known cuticle coating composition (containing 15% 10 Mio
dimethicone and 85% decamethylcyclopentaslloxane i.e. D5) was applied per gm of hair and
the same process was followed as disclosed in Step III above.

Step V (Evaluation of hair surface coating by Scanning Electron Microscopy)
From the above SEM picture as illustrated in Figure 1, it is clear that for examples 2, 3, & 4,
silicone polymers are not uniformly coated on hair surface and also washed out from hair
surface after 10 wash. Though the control D5 showed uniform coating after application but is
totally washed out after 10 washes. Example 1 mix showed excellent uniform coating after
application that stayed on the hair even after 10 washes.
Step VI (Measurement of conditioning properties)
Conditioning properties like wet combing, wet smoothnes,, dry combing, dry smoothness
were carried out by TINIUS OLSEN MATERIAL TESTER (Model H5KT)

From the above conditioning parameters, it is clear that for examples 2,3, & 4, combing force
and surface friction are much higher compare hair treated with Example 1 mix. More over,
hair treated with Example 1 mix and subsequently washed 10 times also showed excellent
conditionigg properties. Though control showed good conditioning properties after application
but said conditionigg got lost after 10 wash cycles.
Step VII (Measurement of Silicone deposition)
Silicone deposition on hair was carried out by X-ray florescence spectroscop,, SPECTRa
XEPOSofAMETEK



From the above results, it is clear that Silicone is only retained on hair when treated with
Example 1 mix even after washing the hair 10 times.
Step VIII (Hair Cross section Analysis)
a) Cross section of blank, unwashed & washed treated hair from step III were cut by
microtome
b) Cut hair' was stabilized on BaF2 cell with paraffin wax
c) Analysed the cell by Microscopic FTIR & Imaging machine by Spectrum 100 model of Perkin
Elmer FT-IR, with Spotiight 200


From the above analysis, silicone polymer in example 1 mix entered in the cortex region of
the hair and IR spectra clearly confirmed by showing absorption at very specific wave number
for silicone polymer whereas Si-CH3 & Si-O-Si stretchings are absent in cortex for examples
2,3,4 & control. Therefore, it is cleared that silicone polymer in case of example 2,3,4 &
control only spread on hair surface without any anchoring with hair, therefore easily washed
out during the washing with shampoo whereas silicone polymer from example 1 coated
uniformly and anchored with hair by entering through cuticle in cortex and trapped in the
cortex due to high molecular weight.
Step IX (Confirmation of ~ CH(OH)-CH2-NH -CH2V linkage)
IR Spectra of Amino silicone Solution A, IR spectra of Epoxy silicone solution B, IR spectra
Example 1 mix (mixture of aminosilicone solution A & Epoxysilicone solution B) are clearly
illustrated in Fig 2a, band c respectively.
IR spectra of aminosilicone solution A (Fig 2a), revealed the primary amino group stretching
at 3389.55 cm-1 and secondary amino group stretching at 3321.21 cm -1and secondary amino
group bending at 1410.47 cm -1 which conform the presence of two amino groups from amino
ethyl amino propyl groups -(CH2)3NHC2H4NH2) presence in aminosilicone solution A and
absence of peak due to OH group bending or stretching in the spectra.
IR Spectra of Epoxy silicone solution B (Fig 2b), revealed epoxy group bending at 1191.10
cm-1 and absence of peaks for OH group bending or stretching in the spectra.
IR spectra of Example -1 mix ( mixture of aminosilicone solution A & Epoxy silicone solution
B) (Fig 2c), revealed strong peak of -OH groups at 3296.21 cm -1 and secondary amino
group stretching at 3248 cm -1 and bending at 1410.87 cm -1. There were no peak of primary
amino group stretching and epoxy groups bending in spectra. Therefore, from the inputs of
functional groups from aminosilicone solution A and epoxysilicone solution Band IR spectra of
example-1 mix confirms the linkage " CH(OH)-CH2-NH -CH2" between amino silicone A and
epoxysilicone B. Hence, increase in the molecular weight of the silicone molecule due to the
formation of above said groups at α,ω between silicone A and Silicone B.
It is thus possible by way of the present invention to provide for a hair conditioning kit
comprising selective silicone actives based hair conditioning formulation atleast in two parts
adapted to favour achieving the desired lasting conditioning effect on the hair and maintain
lively hair for a longer period of time involving formulations of selective organopolysiloxane

molecules as discussed hereinbefore. Advantageously, the present invention provides for long
lasting conditioning formulations and method of hair conditioning such as to generate desired
high viscosity silicone polymer involving ~ CH(OH)-CH2-NH -CH2~ linkage at the α,ω
position of molecular weight of at least 5000 to favour its entrapment and retention within the
hair cortex for a longer time sUitably adapted for conditioning the hair having lasting
conditioning effect over several consecutive wash cycles also avoiding any negative sensory
effect.

We Claim:
1. A kit comprising silicone active based hair conditioning formulation atleast in two parts
comprising
(A) first part of the hair conditioning formulation involving 1 to 50 % reactive
organopolysiloxane of structure (i)

Wherein Z is the amine group having functionality like -C3H6-NH-C2H4-NH2; -C2H4CH(CH3)-NH-
C2H4-NH2; -C4Ha-NH-C3H6-NHC2H5; -C2H4CH(CH3)-NH-C4H8-NH2; -NH-C2H4-NHC4H9,CH3 . -C3H6-
NH2. -C2H4CH(CH3)-NH2 and not limited to the functionalities as stated above; Wherein R' is
a monofunctional, saturated or unsaturated alkyl group with 1 to 20 carbon atoms or
monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number, Wherein R is the monofunctional, saturated or unsaturated alkyl
group with 1 to 20 carbon atoms or monofunctional aryl group with 6 to 20 carbon atoms,
most preferably methyl group;
Where n is atleast 10 and m is 0 or more than 0;
Amine number of structure (i) is atleast 0.05;
Wherein the balance amount in 1st part is the organic solvent selected from cyclomethicone
or mixtures thereof or short chain volatiles selected from trimethylsiloxy terminated
polydimethylsiloxane (dimethicone) or short chain alkanes in which said solvents the said
reactive organopolysiloxane of structure (i) is clearly soluble;
(B) Second part of the hair conditioning formulation involving 1 to 50 % of reactive
organopolysiloxane of structure (ii)


Wherein Y is the epoxy group including functionality such as

and not limited to the said functionalities,
When R" is monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon atoms
or monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number,
Wherein R is the monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon
atoms or monofunctional aryl group with 6 to 20 carbon atoms, most preferably methyl
group,
Where b is atleast 10 and a is 0 or more than 0,
wherein the balance amount in 2nd part is the organic solvent, said organic solvent is
selected from cyclomethicone or mixtures thereof or short chain volatlles trimethyssiloxy
terminated polydimethylsiloxane (dimethicone) or short chain alkanes in which structure (ii) is
clearly soluble;
said two part formulaiion on application capable of entering the hair cortex for in-situ
generation of resulting hair conditioning organopolyslloxane molecule within the hair cortex
and remain entrapped for a longer time even after consecutive hair wash cycles.
2. A kit comprising silicone active based hair conditioning formulaiion in two parts as claimed
in claim 1 comprising directions for application of said first and second part of the hair
conditioning formulaiion for in-situ generation of resulting hair conditioning
organopolyslloxane molecule within the hair cortex.
3. A kit comprising silicone active based hair conditioning formulaiion in two parts as claimed
in anyone of claims 1 or 2 wherein said first and second part of the hair conditioning
formulation are adapted to first enter in the hair cortex and then react with each other in-situ
to generate ~CH(OH)-CH2-NH-CH2~ linkage at the α,ω position of the resulting
organopolyslloxane molecule of viscosity of at least 100 cps and molecular weight of at least

5000 to favour entrapment within the hair cortex for a longer time even after consecutive hair
wash cycles.
4. A kit comprising silicone active based hair conditioning formulation in two parts as claimed
in anyone of claims 1 to 3 wherein the solvent in said formulation is selected to provide low
surface tension of upto about 25 dynes/see more preferably upto 20 dynes/see to favour
effective and uniform spreading of the actives (a) and (b) on hair surface when applied in
small amounts for initiation of the in-situ reaction.
5. A method of hair conditioning involving
(A) first part of the hair conditioning formulation involving 1 to 50 % reactive
organopolyslloxane of structure (i)

Wherein Z is the amine group having functionality like -C3H6-NH-C2H4-NH2; -C2H4CH(CH3)-NH-
C2H4-NH2; -C4Hs-NHCC3H6-NHC2H5; -C2H4CH(CH3)-NH-C4H8-IMH2; -NH-C2H4-NHC4H9,CH3 . -C3H6-
NH2. -C2H4CH(CH3)-NH2 and not limited to the functionaitiies as stated above; Wherein R' is
a monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon atoms or
monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number, Wherein Ris the monofunctiona,, saturated or unsaturated alkyl
group with 1 to 20 carbon atoms or monofunctional aryl group with 6 to 20 carbon atoms,
most preferably methyl group;
Where n is atleast 10 and m is 0 or more than 0;
Amine number of structure (i) is atleast 0.05;
Wherein the balance amount in 1st part is the organic solvent selected from cyclomethicone
or mixtures thereof or short chain volatiles selected from trimethylsiloxy terminated
polydimethylsiloxane (dimethicone) or short chain alkanes in which said solvents the said
reactive organopolyslloxane of structure (i) is clearly soluble;
(B) Second part of the hair conditioning formulation involving 1 to 50 % of reactive
organopolyslloxane of structure (ii)


Wherein Y is the epoxy group including functionality such as

and not limited to the said functionaiities,
When R" is monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon atoms
or monofunctional aryl group with 6 to 20 carbon atoms, most preferably similar to R or
different in carbon number,
Wherein R is the monofunctiona,, saturated or unsaturated alkyl group with 1 to 20 carbon
atoms or monofunctional aryl group with 6 to 20 carbon atoms, most preferably methyl
group,
Where b is atleast 10 and a is 0 or more than 0,
wherein the balance amount in 2nd part is the organic solvent, said organic solvent is
selected from cyclomethicone or mixtures thereof or short chain volatiles trimethylsiloxy
terminated polydimethylsiloxane (dimethicone) or short chain alkanes in which structure (ii) is
clearly soluble;
comprising the steps of :
(I) applying said first and second part of the hair conditioning formulation to hair to be
conditioned in combination or individually one after the other; and
(II) allowing the said first and second part of the hair conditioning formulation to enter the
hair cortex for in-situ generation of resulting hair conditioning organopolysiloxane
molecule within the hair cortex to thereby remain entrap for desired conditioning.
6. A method of hair conditioning as claimed in claim 5
comprising the steps of:
(I) intimately mixing amino silicone solution (A) with epoxy silicone solution (6) in a selective
ratio range of 10:90 to 90:10;
(II) applying said mix on the hair ensuring entire coverage of the hair with the abovesaid
solution (A) and (6);
(III) leaving the hair with the said mix at ambient temperature for atleast 5 minutes for
favouring the entry of amino silicones (A) and epoxy silicones (6) in the cortex of the hair and

react in-situ to generate ~CH(OH))CH2-NH -CH2~ linkage thereby resulting in a viscous
organopolysiloxane molecule of viscosity of at least 100 cps and molecular weight of at least
5000 to favour its entrapment and retention within the hair cortex for a longer time sUitably
adapted for conditioning the hair having lasting effect over several consecutive wash cycles.
7. A method of hair conditioning as claimed in claim 6 wherein
step (I) involving intimately mixing amino silicone solution (a) with epoxy silicone solution (b)
is preferably done at the selective ratio range of 50:50;
step (III) involving leaving the hair with said mix of amino silicone (a) & epoxy silicone (b) at
ambient temperature is preferably left for 15-30 minutes for favouring the entry of amino
silicones and epoxy silicones in the cortex of the hair to react with each other in-situ adapted
to form hydrophobic silicone coating on hair.
8. A method of hair conditioning as claimed in anyone of claims 6 and 7 wherein
step (II) of applying said mix on the hair ensuring entire coverage of the hair involves
application of amino silicone solution (a) and epoxy silicone solution (b) at the levels of upto
10 gm per 100 gm of hair wherein preferably upto 3% of amino silicone solution (a) and upto
3% epoxysilicone solution (b) are applied on 100 gram of clean hair to favour optimum
hydrophobic coating on hair having lasting effect over several consecutive wash cycles.
9. A kit comprising silicone active based hair conditioning formulation atleast in two parts and
method of hair conditioning substantially as hereindescribed and illustrated with reference to
the accompanying examples and figures.

ABSTRACT

A hair conditioning kit comprising silicone active based hair conditioning formulation in atleast
two parts adapted to favour long lasting conditioning effect on the hair and maintain lively
hair for a longer period of time comprising formulations of selective organopolysiloxane
molecules with carrier solvent and particularly, relates to long lasting hair conditioning
formulation adapted to favour entering of reactive silicones in the hair cortex through hair
cuticles to generate reacted high viscosity polymer of high molecular weight to be retained in
the narrow passage between the hair cuticles for a longer time on hair surface even after
number of hair wash and keep the hair more lively for a longer duration.