The invention relates to amido-containing
organosilicon cambounds, their preparation and their
use.
Conventionally aminosilicone emulsions or
cationic softeners or mixtures thereof are used in the
softening treatment of textiles and garments, by-
exhaust or padding method. But such softeners apart
from not being easily biodegradable have some undesir-
able effects on the fabric after treatment as discussed
hereunder:
(i) Cationic softener has softening effect but it
doesn't have permanent anchorage to the textile.
Moreover these cationic softeners are alkaline in
nature, thus causing yellowing of the textile.
(ii) Conventional aminosilicone emulsion has good
softening effect as well as permanent bond to the
fabric but causes yellowing of fabric.
(iii) Mixtures of aminosilicone emulsion and cationic
softener have a good to moderate softening effect
but high alkalinity of such mixtures also causes
yellowing of the textile. Also, because they are
mixtures of cationic softener and conventional
aminosilicone emulsion, they provide less
anchorage to the textile because of their
cationic component.
US-A 4,104,296 (Union Carbide Corporation,
issued 1 August 1978) and US-A 3.440,261 (Dow Corning
Corporation, issued 22 April 1969) describe amido-
containing organosilicon compounds.
The invention has for its object to provide
organosilicon compounds that are useful as softeners
for textiles, confer a soft hand on textiles, have good
adhesion to textiles, confer good protection against
ozone fading on textiles and do not cause yellowing of
textiles. It is a further object to provide organo-
silicon compounds that can be present both in liquid
and in solid form, that are readily emulsifiable and
capable of forming (micro) emulsions and that , are
biodegradable and environmentally friendly.
These objects are achieved by the invention.
The invention accordingly provides amido-
containing organosilicon compounds of the general
formula

where R, which may differ, is a monovalent hydrocarbon
radical,
R1, which may differ, is a hydrogen atom, an alkyl
radical or an alkoxyalkyl radical,
Y, which may differ, is a radical of the formula
: -(R4-NA-)ZR4-NR3A,
where R3, which may differ, is a hydrogen atom or an
alkyl radical,
R4 is a divalent hydrocarbon radical,
A is an R3 radical or a radical F of the formula
-C{=0)R2
where R2, which may differ, is a monovalent saturated
or unsaturated hydrocarbon radical of at least 15
carbon atoms, preferably of a fatty acid,
z is 0 or an integer from 1 to 10, preferably 0 or 1,
2, 3,
a is 0, 1, 2 or 3,
c is 0, 1 or 2 and
d is 0, 1, 2 or 3,
subject to the proviso that the sum total of a, c and d
in the units of the formula (I) is not more than 3 and
each molecule contains at least one Y radical with at
least one F radical.
The invention further provides a process for
preparing the amido-containing organosilicon compounds,
wherein
amino-containing organosilicon compounds (1) of the
general formula

where R, R1, a and d are each as defined above,
X is a radical of the formula

where R4 and z are each as defined above,
R5, which may differ, is a hydrogen atom or an alkyl
radical, subject to the proviso that a hydrogen atom is
attached to at least one nitrogen atom in the X
radical,
b is 0, 1 or 2,
subject to the proviso that the sum total of a, b and d
in the units of the formula (II) is not more than 3 and
each molecule contains at least one X radical,
are reacted with fatty acids (2) having at least 16
carbon atoms or with glycerides thereof.
R is preferably a monovalent hydrocarbon
radical of 1 to 18 carbon atoms.
Examples of R are alkyl radicals, such as
methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl,
tert-butyl, n-pentyl, isopentyl, neopentyl, tert-
pentyl, hexyl, such as n-hexyl, heptyl, such as
n-heptyl, octyl, such as n-octyl and isooctyl, such as
2,2,4-trimethylpentyl, nonyl, such as n-nonyl, decyl,
such as n-decyl, dodecyl, such as n-dodecyl, octadecyl,
such as n-octadecyl; alkenyl, such as vinyl and allyl,
cycloalkyl, such as cyclopentyl, cyclohexyl, cyclo-
heptyl and methylcyclohexyl, aryl, such as phenyl,
naphthyl, anthryl and phenanthryl; alkylaryl, such as
o-, m-, p-tolyl, xylyl and ethylphenyl; aralkyl, such
as benzyl, a- and ß-phenylethyl, of which methyl,
ethyl, n-propyl, isopropyl and n-butyl are preferred
and methyl is particularly preferred.
R1 is preferably alkyl of 1 to 4 carbon atoms.
Examples of alkyl R1 are methyl, ethyl, n-propyl,
isopropyl, n-butyl, isobutyl and tert-butyl, of which
methyl and ethyl are preferred. Examples of alkoxyalkyl
are methoxyethyl and ethoxyethyl. R2 is preferably a
monovalent saturated or unsaturated hydrocarbon radical
of 15 to 27 carbon atoms, preferably 15 to 23 carbon
atoms, particularly preferably 15 to 19 carbon atoms.
Examples of alkyl R are also fully applicable
to alkyl R3 and alkyl R5.
R4 is preferably a divalent hydrocarbon radical
of 1 to 12 carbon atoms per radical. Examples of R4 are
methylene, ethylene, propylene, butylene, cyclohexyl-
ene, octadecylene, phenylene and butenylene, of which
ethylene and n-propylene are preferred, in particular
on account of their convenient obtainability.
Examples of X are
H2N(CH2)3-
H2N(CH2)2NH(CH2)3-
H2N (CH2) 2NHC (CH3) 2CH2-
(H3C)2N(CH2)2NH(CH2)3-
H2N(CH2)2-
H3CNH(CH2)3-
H2N(CH2)4-
H2N(CH2)5-
H(NHCH2CH2)3-
C