Description:FIELD OF THE INVENTION
[0001] The present invention relates to the field of chemistry, materials science, polymer science. More particularly, the present invention relates to sugar-based organic phosphonite compound as a secondary antioxidant, and a process of preparing the same thereof.

BACKGROUND OF THE INVENTION
[0002] Background description includes information that may be useful in understanding the present invention. It is not an admission that any of the information provided herein is prior art or relevant to the presently claimed invention, or that any publication specifically or implicitly referenced is prior art.
[0003] Polyolefins (e.g.; polyethylene (PE), polypropylene (PP)) are readily undergo degradation during processing at high temperature or for prolonged use in adverse conditions like light, heat, and chemical agents, which leads to the deterioration of various properties. Among the various stabilizers preventing polyolefins from degradation, antioxidants are highly important to retard its oxidation.
[0004] Antioxidants can be divided into primary and secondary, relying on their mode of operation. One of primary antioxidants is hindered phenols, which inhibit oxidation by donating a hydrogen atom. On the other hand, secondary antioxidant is used as melt stabilizer and/or process stabilizer in polyolefins. Notably, it is well noted that addition of secondary antioxidants coupled with primary antioxidants shows better performance compare to the individual ones. Therefore, various hindered amine, phosphate or thiol-based molecules are used as secondary antioxidants along with hindered phenolic antioxidant.
[0005] Conventionally, various types of secondary antioxidants, mostly phosphonite, phosphite, sulfurbased antioxidants, have been used to serve this purpose. For example, commercial antioxidant Irgafos 168 (commercial secondary antioxidant) is based on the family of phosphite based synthetic molecule; mostly derived petroleum derived monomers.
[0006] There are quite a few studies done in this regard. For instance, a U.S. Patent 3,349,058 discloses a stabilizer system which comprises a combination of three stabilizers. a phenolic material, an organic phosphonite and a thioester. This stabilizer system prevents the formation of voids in films or filaments of a polymer of a mono-olefin.
[0007] Another patent document US3409587 discloses a polymer stabilizer system comprising an organic phosphonite compound such as dioctyl phosphonite; a thiol ester such as dilaurylthiodipropionate; 2,6-di-tert-butyl-4- methylphenol; and one of 1, 1,3-tris(2-methyl-4-hydroxy 5-tert-butylphenyl)butane and tetrakis I3- (3,5-di-tert butyl-4-hydroxyphenyl)propionyloxymethylmethane.
[0008] US2010/0305251A1 discloses compositions comprising antioxidants and stabilizers, such as, acid Scavengers or organic phosphorus stabilizers, and optionally further comprising co-stabilizers. The disclosed compositions are useful as stabilizers for polyolefins and other polymeric materials. The disclosed compositions and methods generally provide longer shelf-lives and better oxidative resistance to materials than currently available antioxidants.
[0009] Another PCT application WO2012096962A1discloses a composition suitable for use as an antioxidant for polyolefin resins, said composition having a structure corresponding to the formula: wherein R1, R2, R3, R4, R5 and R6 are selected from a hydrogen or an alkyl group having 1 to 24 carbon atoms, or a branched alkyl group having 1 to 24 carbon atoms, or a cyclic alkyl group with 1 to 24 carbon atoms; wherein said composition has a peak decomposition temperature of less than 280°C and a total decomposition energy which is endothermic or if exothermic, releases no more energy; than 40 k Joules/mole.
[0010] Typical phosphite/phosponite tend to migrate to the surfaces of polymeric articles. Plastics that are used for food packaging have come under scrutiny because synthetic antioxidants may contaminate food and serve as a source of unknown cytotoxicity. Few details are known about the toxicity and migration of the transformation products of such antioxidants produced during processing and application. Notably, most of the conventional secondary antioxidants are derived from synthetic organic molecules. However, stabilization of polyolefins with synthetic antioxidants can be used only upto a certain concentration, beyond which, if used, they make the polyolefins unfit for food contact applications.
[0011] Hence, there is a dire need to provide good service life of polyolefins, primary antioxidant along with secondary antioxidant was incorporated into polymer matrices at ppm level. Accordingly, a stabilizer system is the need of the hour which not only improves the resistance of the polymer to discoloration but also improves the resistance of the polymer to embrittlement upon exposure to air and light at normal atmospheric and at elevated temperatures, particularly over long periods of time.

OBJECTIVE OF THE INVENTION
[0012] An objective of the present invention is to provide an antioxidant compound comprising phosphonite.
[0013] Another objective of the present invention is to provide a sugar-based organic phosphonite compound (act as secondary antioxidant) for process stabilization of polyolefins.
[0014] Another objective is to provide a method of preparing the sugar-based organic phosphonite compound for process stabilization of polyolefins
[0015] Another objective of the present invention is to provide a method which is cost effective and results into the high yield.
[0016] Another objective of the present invention is to provide a stabilizer system which improves the resistance of the polymer.
[0017] Yet another objective of the present invention is to provide a stabilizer system which improves resistance of the polymer to embrittlement upon exposure to air and light at normal atmospheric and at elevated temperatures

FIGURE OF THE INVENTION
[0018] FIG. 1 discloses the chemical structure of Isosorbide based secondary antioxidant
[0019] FIG. 2 discloses the various stereo-configuration of designed secondary antioxidant.
SUMMARY OF THE INVENTION
[0020] The present invention relates to a sugar-based organic phosphonite compound (act as secondary antioxidant) for process stabilization of polyolefins and a process for preparation thereof.
[0021] In an embodiment, the present invention discloses an antioxidant compound comprising, sugar and phenol, having the structure of Formula I;

Formula I

wherein R1 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and R2 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and
wherein said sugar molecule is connected with a phenol via phosphonite linkages.
[0022] In another embodiment, present invention also discloses a composition for process stabilization of polyolefins, wherein said composition comprising of Formula I, primary antioxidant, and an acid scavenger.
[0023] In still another embodiment, the present invention discloses a method of preparing the antioxidant compound comprising the steps of:
i. dissolving the intermediate precursor 2 in dry THF (600 ml) under nitrogen atmosphere;
ii. adding dry triethylamine (26.9 ml) into the reaction mixture;
iii. adding the precursor -1 (ps-1) by dropping funnel into reaction mixture at -10 ºC;
iv. stirring the mixture obtained from step (iii) at room temperature for over-night;
v. distilling the mixture under vacuum;
vi. stripping the solid with dry hexane about 2 to 3 times;
vii. obtaining the antioxidant compound.
[0024] Various objects, features, aspects, and advantages of the inventive subject matter will become more apparent from the following detailed description of preferred embodiments.

DETAILED DESCRIPTION OF THE INVENTION
[0025] The following is a full description of the disclosure's embodiments. The embodiments are described in such a way that the disclosure is clearly communicated. The level of detail provided, on the other hand, is not meant to limit the expected variations of embodiments; rather, it is designed to include all modifications, equivalents, and alternatives that come within the spirit and scope of the current disclosure as defined by the attached claims. Unless the context indicates otherwise, the term "comprise" and variants such as "comprises" and "comprising" throughout the specification are to be read in an open, inclusive meaning, that is, as "including, but not limited to."
[0026] When "one embodiment" or "an embodiment" is used in this specification, it signifies that a particular feature, structure, or characteristic described in conjunction with the embodiment is present in at least one embodiment. As a result, the expressions "in one embodiment" and "in an embodiment" that appear throughout this specification do not necessarily refer to the same embodiment. Furthermore, in one or more embodiments, the specific features, structures, or qualities may be combined in any way that is appropriate.
[0027] Unless the content clearly demands otherwise, the singular terms "a," "an," and "the" include plural referents in this specification and the appended claims. Unless the content explicitly mandates differently, the term "or" is normally used in its broad definition, which includes "and/or."
[0028] All processes described herein can be performed in any suitable order unless otherwise indicated herein or otherwise clearly contradicted by context. The use of any and all examples, or exemplary language (e.g., “such as”) provided with respect to certain embodiments herein is intended merely to better illuminate the invention and does not pose a limitation on the scope of the invention otherwise claimed. No language in the specification should be construed as indicating any non-claimed element essential to the practice of the invention.
[0029] The headings and abstract of the invention provided herein are for convenience only and do not interpret the scope or meaning of the embodiments.
[0030] All publications herein are incorporated by reference to the same extent as if each individual publication or patent application were specifically and individually indicated to be incorporated by reference. Where a definition or use of a term in an incorporated reference is inconsistent or contrary to the definition of that term provided herein, the definition of that term provided herein applies and the definition of that term in the reference does not apply.
[0031] Groupings of alternative elements or embodiments of the invention disclosed herein are not to be construed as limitations. Each group member can be referred to and claimed individually or in any combination with other members of the group or other elements found herein. One or more members of a group can be included in, or deleted from, a group for reasons of convenience and/or patentability. When any such inclusion or deletion occurs, the specification is herein deemed to contain the group as modified thus fulfilling the written description that follows, and the embodiments described herein, is provided by way of illustration of an example, or examples, of particular embodiments of the principles and aspects of the present disclosure. These examples are provided for the purposes of explanation, and not of limitation, of those principles and of the disclosure.
[0032] It should also be appreciated that the present invention can be implemented in numerous ways, including as a system, a method or a device. In this specification, these implementations, or any other form that the invention may take, may be referred to as processes. In general, the order of the steps of the disclosed processes may be altered within the scope of the invention.
[0033] Various terms as used herein are shown below. To the extent a term used in a claim is not defined below, it should be given the broadest definition persons in the pertinent art have given that term as reflected in printed publications and issued patents at the time of filing.
[0034] In a general embodiment, the present invention relates to a sugar-based organic phosphonite compound (act as secondary antioxidant) for process stabilization of polyolefins and a process for preparation thereof.
[0035] In an embodiment, the present invention discloses antioxidant compound comprising, sugar and phenol, having the structure of Formula I:


Formula 1

wherein R1 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and R2 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and wherein said sugar molecule is connected with a phenol via phosphonite linkages.
[0036] In still another embodiment, said sugar molecule is selected from isosorbide including Isomannide, Isoiodide or a combination thereof.
[0037] In still another embodiment, said phenol is selected from 2,4-ditertiary butyl phenol.
[0038] In yet another embodiment, the antioxidant compound of Formula I is tetrakis(2,4-di-tert-butylphenyl) ((3R, 3aS, 6S, 6aS)-hexahydrofuro[3.2-b]furan-3,6-diyl)bis(phosphonite)-methane (1/1).
[0039] In still another embodiment, said compound is Isosorbide diphosphonite based secondary antioxidant.
[0040] In still another embodiment, said compound is soluble in the organic solvents selected from the group consisting of toluene, THF, chloroform, dichloromethane and a combination thereof.
[0041] In another embodiment of the present invention, wherein the amount required for said antioxidant compound ranges from 500-2000 ppm.
[0042] In still another embodiment, the present invention discloses a composition for process stabilization of polyolefins, wherein said composition comprising of Formula I, primary antioxidant, and an acid scavenger.
[0043] In yet another embodiment, said polyolefins are selected from the group consisting of polyethylene, polypropylene, copolymer, random copolymer, impact copolymer, or a combination thereof.
[0044] In yet another embodiment, wherein said composition comprises the compound of Formula I and the primary anti-oxidant in a weight ratio ranging from 1:10 to 10:1.
[0045] In still another embodiment, said primary antioxidant is selected from hindered phenol based primary antioxidant.
[0046] In yet another embodiment, the weight ratio between the compound of Formula I and the acid scavenger ranges between 5.0:1.0 to 1.0:5.0.
[0047] In still another embodiment, said acid scavenger is selected from hydrotalcite type acid scavengers, metal stearates type acid scavengers and mixtures thereof.
[0048] In yet another embodiment, said antioxidant compound is derived from natural sources selected from sugar derivatives comprising D-glucose and the like.
[0049] In still another embodiment, the compound of Formula I encompasses a compound of Formula II;

Formula II
wherein R1 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and R2 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl.
[0050] In still another embodiment, the compound of Formula I encompasses a compound of Formula III;

Formula III
wherein R1 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and R2 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl.
[0051] In yet another embodiment, the compound of Formula I encompasses the compound of Formula IV; wherein the antioxidant compound of Formula IV is (3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diol.

Formula IV

[0052] In yet another embodiment, said R1 and R2 are same and are selected from substituted or unsubstituted, linear or branched C3 to C5 alkyl.
[0053] In still another embodiment, the present invention discloses a method of preparing the antioxidant compound comprising the steps of:
i. dissolving the intermediate precursor 2 in dry THF (600 ml) under nitrogen atmosphere;
ii. adding dry triethylamine (26.9 ml) into the reaction mixture;
iii. adding the precursor -1 (ps-1) by dropping funnel into reaction mixture at -10 ºC;
iv. stirring the mixture obtained from step (iii) at room temperature for over-night;
v. distilling the mixture under vacuum;
vi. stripping the solid with dry hexane about 2 to 3 times;
vii. obtaining the antioxidant compound.
[0054] In yet another embodiment, the yield of the antioxidant compound ranges between 80-85%.
[0055] In accordance with this instant invention, a stabilizer system is provided which not only improves the resistance of the polymer to discoloration but also improves the resistance of the polymer to embrittlement upon exposure to air and light at normal atmospheric and at elevated temperatures, particularly over long periods of time. Also, the secondary antioxidant disclosed in the present invention is purely derived from nature plant source sugar molecule, as a result of which, the polyolefin embedded antioxidant precursors carry fewer toxic effects to the humans, and more suitable for food contact applications. Such features are not available in the commercial secondary antioxidant molecules which is mostly derived from petroleum based feed.
[0056] While the foregoing describes various embodiments of the disclosure, other and further embodiments of the disclosure may be devised without departing from the basic scope thereof. The scope of the invention is determined by the claims that follow. The invention is not limited to the described embodiments, versions, or examples, which are included to enable a person having ordinary skill in the art to make and use the invention when combined with information and knowledge available to the person having ordinary skill in the art.
EXAMPLES
[0057] The present invention is further explained in the form of the following examples. However, it is to be understood that the following examples are merely illustrative and are not to be taken as limitations upon the scope of the invention.
Materials:
[0058] Isosorbide, para-toluene sulphonyl chloride, phosphorus trichloride, triethyl ammine, tetrahydrofuran, lithium bromide. Magnesium turnings, 2,4-di-tertbutyl phenol, hexane was purchased from the local suppliers with highest available purity.
[0059] Virgin polypropylene (6.2 g/10 min) was received from local source. The primary antioxidant Irganox 1010 (commercial primary antioxidant), secondary antioxidant Irgafos 168 (commercial secondary antioxidant) and the acid scavenger DHT4A were supplied by Sigma Aldrich.
Example 1: Synthesis of Tosylation of Isosorbide (IS-OTs):
[0060] In a 3 neck 500 mL round bottom flask, Isosorbide (20 g), p-toluenesulfonylchloride (TSCl) (78.5 g) and 300 ml of DCM were charged. The resultant mixture was cooled to 5-10 ºC. The dry triethylamine (~62 mL) was added dropwise over the period of 30 min. The reaction mixture was brought to room temperature and stir for 2 h and further refluxed it for 4 h. The progress of the reaction was monitored by TLC. After completion of the reaction, cool to room temperature and the reaction mixture was washed with 1N hydrochloric acid (200 mL) and followed by wash with water (2x300 mL). The organic layer was dried over sodium sulphate and solvent was evaporated by vacuum. The obtained brown viscous material was crystallized by methanol. The off-white solid was obtained by filtration and washed with several times with methanol.
Example 2: Bromination of Isosorbide (IS-Br):
[0061] The IS-OTs (50 g), lithium bromide (23 g) and acetone (600 mL) were added into 1 lit round bottom flask under nitrogen atmosphere. The resultant mixture was refluxed for 2 days. After completion of reaction, the reaction mixture slowly added into ice-cooled water and extracted with DCM (600 mL). The organic layer was dried over magnesium sulphate and distilled under vacuum. The viscous brown liquid was obtained.
Example 3: Synthesis of precursor -2 (PS-1):
[0062] The IS-Br (25 g) and magnesium turnings (4.5 g) and dry THF (300 mL) were added into 500 mL 3 neck round bottom flask under nitrogen atmosphere. The reaction mixture was refluxed for 4 h. The clear brown liquid was obtained.
Example 4: Synthesis of Precursor-1 (PS-2):
[0063] 800 mL of dry THF and dry triethylamine (73.3 mL) were added into 2 lit glass reactors under nitrogen atmosphere. The reaction mixture was cooled to -10 ºC. The phosphorus trichloride (20 mL) was added through syringe into the reaction mixture and stir for 10 min at the same temperature. The 2, 4 di-tert-butyl phenol (103.8 g) was dissolved in 200 mL dry THF and added into reaction mixture dropwise over 30 min at -10 ºC. After completion of addition, the reaction was slowly warm to room temperature and stir for 12 h. The formed triethylamine salt was ejected by filtration and washed with dry THF under nitrogen atmosphere. The excess trimethylamine and phosphorus trichloride were removed by vacuum distillation. The light-yellow viscous material was used for next step without further purification.
Example 5: Synthesis of Secondary Antioxidant (SAO):
[0064] The above intermediate (PS-2) was dissolved in dry THF (600 mL) under nitrogen atmosphere. Dry triethylamine (26.9 mL) was added into the reaction mixture. The precursor -1 (PS-1) was transferred into dropping funnel and added slowly into reaction mixture at -10 ºC. After completion of addition, the reaction mixture was slowly brought to room temperature and stir for overnight. The reaction progress was monitored frequently by using HPLC. The triethylamine salt was filtered by filtration method under nitrogen atmosphere. The solvent and excess triethylamine was distilled under vacuum. The solid was stripped with dry hexane about 2 to 3 times to remove the smell of unreacted and other intermediates of phosphorous compounds (FIG. 1 and FIG. 2).
Example 6: Compositions:
[0065] All the PP compositions were prepared using a Twin-Screw extruder (Omega 25, Screw dia.: 25 mm, L/D: 44) in the temperature range from 150 – 250 ºC at a screw rotation 50 rpm. The five repetitive extrusions were done and coded as I pass, II pass, III pass, IV pass and V pass. After each extrusion, all the properties were measured such as melt flow index (MFI), yellowness index (YI), oxidative induction time (OIT), thermal ageing. The thermal ageing was performed at 150 ºC in air circulated oven from 0 to 72 h.
Processing Conditions:
Machine: Twin-Screw extruder, Steer engineering
Model: Omega 25, Screw Dia.: 25 mm, L/D: 44

Table 1. Temperature profile of Twin-Screw extruder during extrusion
Barrel Temperature 175-200 ºC Out put 15 kg/hr
Die Temperature 210 ºC RPM 300
Melt Temperature 212 ºC - -

Table 2. PP compositions were prepared with SAO and reference along with secondary antioxidant and acid scavenger
Sl.No. Sample Name Primary AO (Ref) (ppm) Secondary AO (Ref) (ppm) Secondary SAO (HP-SAO) (ppm) DHT4A (ppm)
1. SAO-01 450 - 900 300
2. Reference-01 450 900 - 300

Results and Discussion:
Oxidative Induction Time (OIT) for I, III and V pass formulations:

Table 3. summarized the oxidative induction time values of PP composites after I, III and V pass
Sample Name Oxidative Induction Time (min)
I Pass III Pass V Pass
Ref -01 1.9 1.4 1.2
SAO-01 2.1 1.7 1.4

[0066] Oxidation induction time (OIT) is measured for both Ref-1 and SAO-1 under same identical condition. OIT for I, III, and V pass for both Ref-1 and SAO-1 was found to be 1.9 min, 1.4 min, 1.2 min and 2.1 min, 1.7 min, and 1.4 min, respectively. The results indicate that SAO-1 shows comparable OIT.
Melt flow rate (MFR) of all five repetitive extrusions:

Table 4. Melt flow rate of PP composites after each extrusion and ratio of I and V pass
Sample Name Change in MFR (g/10 min) MFR Difference V/ I pass
I Pass II Pass III Pass IV Pass V Pass
Ref-01 6.2 6.4 7.0 7.8 9.3 1.5
SAO-01 6.2 6.7 6.9 7.6 8.5 1.4

[0067] In order to understand the MFR of PP samples for both Ref-1 and SAO-1, the MFR for all five repetitive extrusions was determined, keeping other parameter identical. Notably, the MFR difference between I and V pass for both the case almost same, which indicates that synthesized SAO-01 have similar influence on overall MFR like Ref-01.

Table 5. Yellowness index values of PP composites after each extrusion and ratios of I and V pass
Sample Name Change in Yellowness index with multiple pass YI Difference V/I pass
I Pass III Pass V Pass
Ref-01 5.8 9.8 15.5 2.7
SAO-01 5.1 9.6 15.3 3.0

[0068] Next, Yellowness index values of PP composites after each extrusion and its difference of I and V pass for both Ref-1 and SAO-1 were determined color spectrophotometer. Results indicates clearly that YI ratio between I and V pass for both Ref-1 and SAO-1 were found to be 2.7 and 3.0, respectively.

Table 6. Change in Yellowness Index after thermal ageing in air circulated oven at 150 ºC:
Sample Name Yellowness index Change in YI
Before ageing After 24 h After 48 h After 72 h (Before ageing - after 72 h)
Ref-01 5.8 9.8 15.5 21.9 16.1
SAO-01 5.1 8.7 14.4 18.9 13.8

[0069] To check whether the YI change after heat ageing treatment for different time interval, both Ref-1 and SAO-1 was heated at 150 oC for 24, 48, and 72 h in air circulated oven. Surprisingly, change in YI after heat ageing, SAO-1 showed lower YI difference compared to Ref-01.
[0070] The foregoing examples are merely illustrative and are not to be taken as limitations upon the scope of the invention. Various changes and modifications to the disclosed embodiments will be apparent to those skilled in the art. Such changes and modifications may be made without departing from the scope of the invention.

ADVANTAGES OF THE PRESENT INVENTION
[0071] The invented secondary antioxidant is derived from nature plant source sugar molecule, as a results polyolefin embedded antioxidant precursors carry fewer toxic effects to the humans, and more suitable for food contact applications. Such features are not available in the commercial secondary antioxidant molecules which is mostly derived from petroleum-based feed.
[0072] The antioxidant compound is derived from naturally occurring sugar molecule. The center molecule is isosorbide (biomolecule) connected with 2,4-ditertiary butyl phenol via phosphonite linkages.
[0073] The antioxidant composition is useful for different grades of PE, PP, and other specialty polymers.
, Claims:1. An antioxidant compound comprising, sugar and phenol, having the structure of Formula I;

Formula I

wherein R1 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and R2 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and
wherein said sugar molecule is connected with a phenol via phosphonite linkages.
2. The antioxidant compound as claimed in claim 1, wherein said sugar molecule is selected from isosorbide including Isomannide, Isoiodide or a combination thereof.
3. The antioxidant compound as claimed in claim 1, wherein said phenol is selected from 2,4-ditertiary butyl phenol.
4. The antioxidant compound as claimed in claim 1, wherein the antioxidant compound of Formula I is tetrakis(2,4-di-tert-butylphenyl) ((3R, 3aS, 6S, 6aS)-hexahydrofuro[3.2-b]furan-3,6-diyl)bis(phosphonite)-methane (1/1).
5. The antioxidant compound as claimed in claim 1, wherein said compound is Isosorbide diphosphonite based secondary antioxidant.
6. The antioxidant compound as claimed in claim 1, wherein said compound is soluble in the organic solvents selected from the group consisting of toluene, THF, chloroform, dichloromethane and a combination thereof.
7. The antioxidant compound as claimed in claim 1, wherein the amount required for said antioxidant compound ranges from 500-2000 ppm.
8. The antioxidant compound as claimed in claim 1, wherein said antioxidant compound is derived from natural sources selected from the sugar derivatives comprising-glucose and the similar sugar component.
9. The compound as claimed in claim 1, wherein the compound of Formula I encompasses a compound of Formula II;

Formula II

wherein R1 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and R2 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl.
10. The compound as claimed in claim 1, wherein the compound of Formula I encompasses a compound of Formula III;

Formula III

wherein R1 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl; and R2 is selected from H and substituted or unsubstituted, linear or branched C1 to C8 alkyl.
11. The antioxidant compound as claimed in claim 1, wherein the compound of Formula I encompasses the compound of Formula IV; wherein the antioxidant compound of Formula IV is (3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diol.

Formula IV
12. The antioxidant compound as claimed in claims 9 to 11, wherein R1 and R2 are same and are selected from substituted or unsubstituted, linear or branched C3 to C5 alkyl.
13. A composition for process stabilization of polyolefins, wherein said composition comprising of Formula I, primary antioxidant, and an acid scavenger.
14. The composition as claimed in claim 8, wherein said polyolefins are selected from the group consisting of polyethylene, polypropylene, copolymer, random copolymer, impact copolymer, or a combination thereof.
15. The composition as claimed in claim 8, wherein said composition comprises the compound of Formula I and the primary anti-oxidant in a weight ratio ranging from 1:10 to 10:1.
16. The composition as claimed in claim 8, wherein said primary antioxidant is selected from hindered phenol based primary antioxidant.
17. The composition as claimed in claim 8, wherein the weight ratio between the compound of Formula I and the acid scavenger ranges between 5.0:1.0 to 1.0:5.0.
18. The composition as claimed in claim 8, wherein the acid scavenger is selected from hydrotalcite type acid scavengers, metal stearates type acid scavengers and mixtures thereof.
19. A method of preparing the antioxidant compound comprising the steps of:
i. dissolving the intermediate precursor 2 in dry THF (600 ml) under nitrogen atmosphere;
ii. adding dry triethylamine (26.9 ml) into the reaction mixture;
iii. adding the precursor -1 (ps-1) by dropping funnel into reaction mixture at -10 ºc;
iv. stirring the mixture obtained from step (iii) at room temperature for over-night;
v. distilling the mixture under vacuum;
vi. stripping the solid with dry hexane about 2 to 3 times;
vii. obtaining the antioxidant compound.
20. The method as claimed in claim 19, the yield of the antioxidant compound ranges between 80-85%.