Title of Invention

"FUNCTIONALIZED POLYALPHAOLEFINS"

Abstract A functionalized polyalphaolefin comprising the reaction product of admixing: (a) an alpha-olefin monomer having at least 10 carbon atoms; (b) an unsaturated functionalizing compound; and (c) a polymerization initializer, under reaction conditions sufficient to polymerize the alpha-olefin monomer and the unsaturated functionalizing compound wherein the unsaturated functionalizing compound is selected from the group consisting of allyl alcohol, 9-decede-l-ol, undecylenyl alcohol, oleyl alcohol, erucyl alcohol, an amine, and mixtures thereof; and wherein the polymerization initializer is a peroxy polymerization initializer.
Full Text BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to functionaiized polyalphaolefins. This invention particularly relates to functionaiized polyalphaolefins prepared using higher alpha olefins.
2. Background of the Art
The limited solubility of polyalphaolefins in solvents other than hydrocarbons has restricted their use in many applications, especially in coatings. For example, chlorinated polyolefins, particularly chlorinated, maleated crystalline polypropylene polymers, have very limited solubility in anything other than aromatic or chlorinated solvents. The U. S. Federal Clean Air Act of 1990 limits the amounts of solvents on the Hazardous Air Pollutants (HAPs) list that can be used in some areas, and most practical aromatic and chlorinated solvents for use in coatings applications are on the HAPs list.
One approach to overcome this problem has been to prepare functionaiized polyolefins. U. S. Patent No. 5,322,633 to Senaratne, et al., discloses that branched chain carboxyiic esters can be prepared by reacting an unsaturated poly alp haolefin such as1-deeene dimer with carbon monoxide and an aliphatic alcohol solvent in the presence of an acid and a noble metal catalyst complex. The branched chain carboxyiic ester can be used as a base fluid either by itself or in blends with mineral oils or other synthetic oils for use in applications including 2-stroke oils, crankcase oils, transmission fluids, compressor oils, turbine oils, hydraulic fluids, brake fluids, metalworking fluids, gear oils, greases, shock absorber fluids, heat transfer fluids, transformer oils, oil or water based drilling fluids, and the like as well as other typical applications for long chain esters such as additives for plastics, paints, coatings, elastomers, cosmetics and personal hygiene products such as soaps, lotions, color

cosmetics, hair care products, creams, and antiperspirants. Processes using carbon monoxide can be dangerous and expensive. Noble metal catalysts processes can also be expensive and difficult to maintain.
Another approach to this problem has been put forth in U.S. Patent No.
5,160,739 to Kanga. Therein, it is disclosed that a cosmetic oil and water
emulsion can be prepared having as essential components a polyalphaolefin and
a coupling-solubilizing agent of the formula: HO-
(CH2CHRO)m(CH2)n(OCHRCH2)m-OH wherein m and m1 are integers greater than 1, n is an integer greater than 3; and R is selected from the group consisting of hydrogen, C1-C12 alky! and mixtures thereof. The polyalphaolefins are disclosed as having a molecular weight ranging from about 445 to about 645 daltons, and a viscosity ranging from about 4 to about 8 centistokes at 100°C. The ratio of polyalphaolefin to coupling-solubilizing agent is disclosed to range from about 100:1 to about 1:20, preferably from about 20:1 to about 1:10, optimally from about 8:1 to about 1:2. The use of second material to solubilize the polyalphaolefin can be undesirable from both a cost and handling perspective.
It would be desirable in the art of employing polyalphaolefins in the production of toners, coatings, personal care items and the like to use polyalphaolefins having inherent better compatibility relative to conventional polyalphaolefins. It would be particularly desirable in the art if such poiyalphaoleftns could be prepared inexpensively and without resort to processes using expensive and difficult to maintain catalyst systems.
SUMMARY OF THE INVENTION
In one aspect, the present invention is a functionalized polyalphaolefin comprising the reaction product of admixing: (a) an alpha-olefin monomer having at least 10 carbon atoms; (b) an unsaturated functionalizing compound; and (c) & polymerization initializer, under reaction conditions sufficient to polymerize the
alpha-olefin monomer and unsaturated functionalizing compound.

In another aspect., the present invention is a process for preparing a functionalized polyalphaolefin comprising admixing: (a) an alpha-olefin monomer having at least 10 carbon atoms; (b) an unsaturated functionalizing compound; and (c) a polymerization initializer, under reaction conditions sufficient to polymerize the alpha-oiefin monomer and unsaturated functionalizing compound.
In still another aspect, the present invention is a composition including a functionalized polyalphaolefin comprising the reaction product of admixing: (a) an alpha-olefin monomer having at least 10 carbon atoms; (b) an unsaturated functionalizing compound; and (c) a polymerization initializer, under reaction conditions sufficient to polymerize the alpha-olefin monomer and unsaturated functionalizing compound, wherein the composition is an ink, toner, coating, lubricating oil, candle wax, or a personal care product.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENT
In one embodiment, the present invention is a functionalized polyalphaolefin comprising the reaction product of admixing an alpha-olefin monomer having at least 10 carbon atoms and an unsaturated functionalizing compound. Non-functionaiized olefins that may be used with the process of the present invention include, but are not limited to, 1-decene, 1- dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, 1-eicosene, as well as such commercial mixtures sold as ct-olefins including those having mainly C10-C13, C20-C24 chain lengths, C24-C28 chain lengths and C30 and higher chain lengths. Examples of commercial alpha oiefin admixtures useful with the present invention include ALPHA OLEFIN 30+ from Chevron Phillips and Alpha Oiefin Fraction C30+ from Gulf.
The unsaturated functionaiizing compounds useful with the present invention include, but are not limited to, carboxylic acids, carboxylic acid esters, amides., ethers, amines, phosphate esters, siianes and alcohols. Examples of such csrboxylic acids include, but are not limited to, 5-hexenoic acid 6-heptenoic acid 10-undecylenic acid 9-decenoic acid oleic acid: and erucic acid. Also useful are esters of these acids with linear or branched-chain alcohols having from about 1 TO about 10 carbon atoms as well as triglycerides contsininc

oiefinic unsaturstion in the fatty acid portion such as tall oil, fish oils, soybean oil, linseed oil, cottonseed oil and partially hydrogenated products of such oils. Other useful materials include oiefinic alcohols such as allyl alcohol, 9-decen-1-ol, 10-undecylenyl alcohol, oleyl alcohol, erucyl alcohol, acetic acid or formic acid esters of these alcohols, C1-C4 alkyl ether derivatives of these alcohols and formamides or acetamides of unsaturated amines such as oleylamine, erucylamine, 10-undecylenylamine and allylamine. Also useful are the amines themselves. Oleylamine, erucylamine, 10-undecylenylamine and allylamine are useful with the present invention. Both the primary amines and the N,N-dialkyl tertiary amine derivatives can be used with the present invention.
In the practice of the present invention, the functionalizing compound is incorporated into the backbone or side chains of the polyolefin being produced. The molar ratio of alpha olefin monomer to unsaturated functionalizing compound useful with the present invention is from about 20:1 to 1:20. Preferably, the molar ratio of alpha olefin monomer to unsaturated functionalizing compound useful with the present invention is from about 10:1 to 1:10. Most preferably the molar ratio of alphe olefin monomer to unsaturated functionalizing compound useful with the present invention is from about 8:1 to 1:2.
In the practice of the process of the present invention, an initializing compound is used to prepare the functionalized polyalphaolefin. Preferably this initializing compound is a free radical initializer. In a preferred embodiment, the initializer is an organic peroxide. Organic peroxides that may be used with the process of the present invention include, but are not limited to, dibenzoy! peroxide, tert-amylperoxy 2-ethylhexanoate. tert butylperoxy 2-ethylhexanoate, tert-butylperoxy isobutyrate, and tert-butyiperoxy isopropyl carbonate, tert-butylperoxy 5,5,5- trimethylhexanoate. 2,5-dimethyl-2,5-di(benzoyl peroxy)hexane, tert-butylperoxy acetate, tert-butylperoxy benzoate, n-buty!4:4-di(tert- butylperoxy)valerate: dicumyi peroxide, tert-butylcumyl peroxide, di(2-tert-butylperoxy isopropy!)benzene, 2,5-d imethyl-2,5-di(tert-butyl peroxy)hexane, di(tert-butyl) peroxide. 2,5-dimethyl-2,5-di(ieri- butyl peroxy)-3-hexyne, tert-butyl hydropercxide cumyl hydroperoxide, and mixtures thereof.

Other free radical intiators can also be used with the process of the present invention. For examples, azo compounds can be used with the present invention. Azo compounds useful as free radical initiators include, but are not limited to, 2,2'-azobisisopropionitrile, 2,2'- azobisisobutyronitrile (AIBN), dimethyl azoisobutyrate, 1, l'azobis(cyclohexanecarbonitrile), 20 2,2'-azobis(2-methylpropane), and mixtures thereof.
In practicing the process of the present invention, it should be noted that with alcohols it has been found that larger amounts of initiator are required than with, for example acids or esters, and that some hydroxy) functionality is lost during polymerization. With amines, this effect can be even more pronounced. So, in a preferred embodiment of the process of the present invention acetylation of the alcohol or amine prior to the polymerization reaction can be used to overcome this problem. Subsequently, the free alcohol or amine groups in the resulting polymer can be regenerated by deacetylation.
In an alternative embodiment of the present invention, amine salts can be used. Preferably, the salt is prepared using a hydrohalide acid. Suitable acids include HCI, HBr, and HI. The amine salts are a preferred embodiment because it is easy to regenerate the free amine in the product by simply adding a base.
After the polymerization, the functionalized polyalphaolefins of the present invention have a molecular weight, determined using gel permeation chromatography procedure and a polystyrene standard of from about 200 daltons to about 150,000 daltons. Preferably, the functionalized polyalphaolefins of the present invention have a molecular weight of from about 400 daltons to about 80,000 daltons. Most preferably, the functionalized polyalphaolefins of the present invention have a molecular weight of from about 600 daltons to about 6,000 daitons.
The admixture of an aipha-oiefin monomer having at least 10 carbon atoms; an unsaturated functionalizing compound; and a polymerization initializer are combined under reaction conditions sufficient to polymerize the alpha-olefin monomer and unsaturated functionalizing compound. Alternatively, the initializer may be added in increments to the resctants over the course of the reaction, or one of the reectants may be added, in whole or in part incrementally along with

the initializer. Preferably, the process used is economical using the least amount of energy and equipment practicable. In one embodiment, the reactants and initializer are combined in a reactor and, under a nitrogen pad, allowed to react at a temperature of 150°C. Any such method can be used with the process of the present invention.
The functionalized polyalphaolefins of the present invention, when compared to unfunctionalized polyalphaolefins of similar molecular weight, generally can be somewhat more viscous. It is believed that the viscosity increases as the number of functional groups increase. The unfunctionalized polyalphaolefins are typically insoluble in non-hydrocarbon polar solvents, whereas the introduction of functionality into the functionalized polyalphaolefins of the present invention greatly improves solubility in many polar organic solvents or combinations of such solvents.
Another feature of the acid or amine functionalized polyolefins of the present invention is that they can readily be dispersed in water by combining them with; for an acid, a suitable amine or other alkaline material; or for an amine, a suitable acid or other acidic material; without the addition of a separate emulsifier With the basic functionalities of alcohol, acid and amine available, a host of other derivatives may be prepared such as alkoxylates, esters, salts, and amides by processes well known to those of ordinary skill in the art of preparing such derivatives.
The functionalized polyalphaolefins of the present invention are useful in a great many applications and end uses. For example, they can be used in the area of inks and coatings. In inks and coatings, there has been a shift from traditional aromatic hydrocarbon solvents to polar organic solvents indicating compatibility of the functionalized polyolefins of this invention in such systems. In these systems, the functionalized polyalphaolefins of the present invention can be used to provide leveling, flow improvement and broad compatibility with various substrates including metals, cellulose-based, polyolefin, polyester, polyamide and thermoplastic polyolefins, as well as improving such surface properties of the costings as scratch, mar and water resistance.

Another use of the functionalized poiyalphaolefins of the present invention is in powder coatings, where they can providing leveling, flow, and compatibility as well. The functionalized polyolefins can be used as dispersants for pigments in both aqueous and organic solvent systems. One preferred embodiment is the use of the polymers of the present invention in color cosmetics, toners, inks, coatings and plastics, as well as in candles for improving the dispersion or encapsulation of colorants and fragrances.
As additives to plastics, the functionalized poiyalphaolefins of the present invention, particularly hydrophilically modified derivatives, can provide improved lubricity, slip and antistatic properties. In addition, these materials may promote adhesion of dissimilar surfaces as well as provide improvement of surface properties such as scratch and mar resistance. Lubricating oils may benefit from the basic structure of these functionalized polyolefins as well as from the presence of functional groups which are known to enhance performance under pressure. In the personal care area, the polymers of the present invention can be useful ingredients for shampoos and conditioners in providing sheen, combability and manageability. Also, in skin care and sun care products such as skin lotion and sunscreen, the functionaiized poiyalphaolefins of the present invention can provide waterproofing and emolliency while contributing to moisturization by inhibiting trans epidermal water loss. These same desirable properties could also extend their utility to lipsticks, lip balms, nail lacquers and antiperspirants.
In one embodiment of the present invention., the funciionaiized polyolefins can be used in coating applications as an additive. They are particularly preferred tor use in coil coating for metal fabrication. They can be formulated to provide both leveling and flow improvement.
The alpha olefin monomers used with the process of the present invention can be selected based upon the anticipated end use of the functionalized polyalphaolefin. For example, for inks, an alpha olefin monomer having from about 10 to 16 carbons would be preferred. In s preferred embodiment, an alpha oiefin monomer having from about 20 to 36 carbons would be used to prepare £ polyalphaoiefin, useful in preparing toners for copiers and laser printers.

EXAMPLES
The following examples are provided to illustrate the present invention. The examples are not intended to limit the scope of the present invention and they should not be so interpreted. Amounts are in weight parts or weight percentages unless otherwise indicated.
EXAMPLE 1
142.8 g (0.85 moles) of 1-dodecene and 62.56 g (0.34 moles) of undecylenic acid are placed in a reaction vessel equipped with an agitator, a thermometer and a nitrogen inlet. With stirring to form an admixture, the admixture is heated to and maintained at 150ºC. Ten portions of di-t-butyl peroxide, 5 g each, are added at 30-minute intervals. The reaction temperature is maintained at 150ºC for an additional one hour. The reaction mixture is vacuum stripped at 150ºC for one hour under a nitrogen sparge. C13 nuclear magnetic resonance (NMR) integrations show disappearance of olefin, but do not show any apparent changes in carbonyl content of samples before and after polymerization. A gel permeation chromatography (GPC) molecular weight determination of the pale yellow liquid shows that the molecular weight of the polymer is 696. The polymer is tested for acid number and a value of 91.3 is observed compared to the expected value of 92.7. The polymer is tested for solubility in several solvents by admixing 2 grams of polymer with 8 grams of solvent. The results are shown below in the Table.
COMPARATIVE EXAMPLE I
The process of Example 1 was repeated substantially identically except that no undecyienic acid is used in the polymerization. The GPC data plots of this sample and of the material of Example 1 are substantially the same indicating that the undecylenic acid is incorporated into the polyalphaolefin backbone and/or side chains.

EXAMPLE 2
The procedure of Example 1 is repeated substantially identically except that 151.2 g (0.9moles) of 1-dodecene and 36.8 g (0.2 moles) of undecylenic acid are reacted For the product obtained, C13 NMR integrations show disappearance of olefin, but do not show any apparent changes in carbonyl content of samples before and after polymerization. The molecular weight is observed to be 845. The acid value is observed to be 54.7 compared to the expected value of 59.6. The polymer is tested for solubility in several solvents by admixing 2 grams of polymer with 8 grams of solvent. The results are shown below in the Table.
EXAMPLE 3
The procedure of Example 1 is repeated substantially identically except that 176.4 grams (1.05 moles) of 1-dodecene and 32.2 g (0.175 moles) of undecylenic acid are reacted. For the product obtained, C13 NMR integrations show disappearance of olefin, but do not show any apparent changes in carbonyl content of samples before and after polymerization. The molecular weight is observed to be 872. The acid value is observed to be 42.8 compared to the expected value of 47.0. The polymer is tested for solubility in several solvents by admixing 2 grams of polymer with 8 grams of solvent. The results are shown below in the Table.
EXAMPLE 4:
The procedure of Example 1 is repeated substantially identically except that 168 g (0.375 moles) of 030+ olefin and 46 g (0.25 moies) of undecylenic acid are reacted. For the product obtained, C13 NMR integrations show disappearance of oiefin, but do not show any apparent changes in carbonyl content of samples before and after polymerization. The molecular weight is observed to be 1696. The acid value is observed to be 56.1 compared to the expected value of 65.5. The polymer is tested for solubility in several solvents by admixing 2 grams of polymer with 8 grams of solvent, then adding more solvent

when needed to achieve solubility at room temperature. The results are shown below in the Table,
EXAMPLE 5:
The procedure of Example 1 is repeated substantially identically except that, 200.2 g (0.65 moles) of C-20-24 olefin and 201.5 g (0.65 moles) of oley! acetate are reacted. For the product obtained, C13 NMR integrations show disappearance of olefin, but do not show any apparent changes in carbonyl content of samples before and after polymerization. The molecular weight is observed to be 896. The polymer is tested for solubility in several solvents by admixing 2 grams of polymer with 8 grams of solvent. The results are shown below in the Table
EXAMPLE 6
200 g of the material obtained in Example 5 is placed in a reaction vessel with a bottom outlet, an agitator and a condenser, and 125 mL of 3M sodium hydroxide aqueous solution. The mixture is stirred under reflux for 12 hours. An aqueous layer is then removed. The organic layer is washed once with 100 mL of 0.1M hydrochloric acid solution and twice with de-ionized water. C13 NMR integrations show no residual ester. The product is s translucent solid having a somewhat higher melting point than the acetate ester precursor. Its molecular weight is 898. The polymer is tested for solubility in several solvents by admixing 2 grams of polymer with 8 grams of solvent. The results are shown below in the Table,
EXAMPLE 7
The procedure of Example 1 is substantially followed except that 200 g of N-acetyl oleylemine are reacted. For the product obtained, C13 NMR integrations show disappearance of oiefinic unsaturation, but do not show any apparent changes in carbonyl content of samples before and after polymerization. The molecular weight is observed to be 506. The polymer is tested for solubiiltv in

several solvents by admixing 2 grams of polymer with 8 grams of solvent. The results are shown below in the Table.
EXAMPLE 8
25 g of the product from Example 1 is added to 70 g of deionized water and 5.1 g of diethylaminoethanolamine (DEAE) in a 250 ml stainless steel beaker equipped with a mechanical stirrer and immersion thermometer. The mixture is heated with stirring to about 80°C whereupon it forms a very viscous dispersion. Deionized water is added until the mixture stirs readily. After cooling to room temperature, the net weight of the dispersion is 127 g. It consists of 1S.3% solids, has a pH of 10, and viscosity of 545 centipoises.
EXAMPLE 9
Example 8 is repeated substantially identically except that 25 g of product from Example 2 72g of deionized water, and 3g of DEAE are used. The product has a pH of 9.8 and a viscosity of 37 centipoises.
EXAMPLE 10
The procedure of Example 1 is repeated substantially identically except that, 228 g (0.5 moles) of C-30+ olefin and 154.5 g (0.5 moles) of oleylamine hydrochloride are reacted. For the product obtained, C13 NMR integrations show disappearance of olefin, but do not show any apparent changes in amine salt content of samples before and after polymerization.
EXAMPLE 11
200 g of the material obtained in Example 10 is placed in a reaction vessel with a bottom outlet, an agitator and a condenser, and 250 ml of 2M sodium hydroxide aqueous solution. The mixture is stirred under reflux for 1 hour. An aqueous layer is then removed and the molten organic layer is washed twice with de-ionized water. The dry organic material, by C'13 NMR integrations: shows amine functiona lity witn no residue! amine salt. The product molecular weight is determineo to be 1676. The polymer is tested for solubility in severe! solvents bv

admixing 2 grams of polymer with 8 grams of solvent, and then adding more solvent as needed to achieve solubility at room temperature. The results are shown below in the Table. The polymer is further tested using hot solvents and has the following solubilities:
Methyl isobutyl Ketone: Soluble at 10%
Butyl Acetate: Soluble at 20%
Propyl Acetate: Soluble at 5%
Isopropyl Alcohol: Insoluble both hot and at room
temperature
COMPARATIVE EXAMPLE II
DIAX 2770, marketed by the Baker Petrolite, is a polyalphaolefin prepared using 1-dodecene and having a molecular weight of about 1500. The polymer is tested for solubility in several solvents by admixing 2 grams of polymer with 8 grams of solvent, then adding more solvent as needed to achieve solubility at room temperature. The results are shown below in the Table.
COMPARATIVE EXAMPLE III
VYBAR 103, marketed by the Baker Petrolite, is a polyalphaolefin prepared using a C 30+ alpha olefin and having a molecular weight of about 2800 The polymer is tested for solubility in several solvents by admixing 2 grams of polymer with 8 grams of solvent, then adding more solvent as needed to achieve solubility at room temperature. The results are shown below in the Table.
TABLE Percent Soluble at Room Temperature

(Table Removed)

a: Slightly hazy
b: Hazy gel
c: Remains dispersed

WE CLAIM:
1. A functionalized polyalphaolefin comprising the reaction product of
admixing:
(a) an alpha-olefin monomer having at least 10 carbon atoms;
(b) an unsaturated functionalizing compound; and
(c) a polymerization initializer,
under reaction conditions sufficient to polymerize the alpha-olefin monomer and the unsaturated functionalizing compound wherein the unsaturated functionalizing compound is selected from the group consisting of allyl alcohol, 9-decede-l-ol, undecylenyl alcohol, oleyl alcohol, erucyl alcohol, an amine, and mixtures thereof; and wherein the polymerization initializer is a peroxy polymerization initialize,
wherein the molar ratio of alpha olefin monomer to unsaturated functionalizing compound is from about 20:1 to 1:20.
2. The functionalized polyalphaolefin as claimed in claim 1, wherein the alpha-olefin monomer having at least 10 carbon atoms is selected from the group consisting of 1-decene, 1-dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, 1-eicosene, and mixtures thereof.
3. The functionalized polyalphaolefin as claimed in claim 1, wherein the alpha-olefin monomer having at least 10 carbon atoms is a mixture of alpha olefin monomers having chain lengths selected from the group consisting of C10-C13, C20-C24, C24-C28, and C30 and higher chain lengths.
4. The functionalized polyalphaolefin as claimed in claim 1, wherein the unsaturated functionalizing compound is oleyl alcohol.

5. The functionalized polyalphaolefin as claimed in claim 1, wherein the amine is selected from (the group consisting of oleylamine, erucylamine, 10-undecylenylamine, allylamine and mixtures thereof.
6. The functionalized polyalphaolefin as claimed in claim 1, wherein the amine is a primary amine or a N,N-dialkyl amine derivative.
7. The functionalized polyalphaolefin as claimed in claim 1, wherein the initiator is selected from the group consisting of dibenzoyl peroxide, tert-amylperoxy 2-ethylhexanoate, tert butylperoxy 2-ethylhexanoate, tert-butylperoxy isobutyrate, tert-butylperoxy isopropyl carbonate, tert-butylperoxy 3,5,5- trimethylhexanoate, 2,5-dimethyl-2,5-di(benzoyl peroxy)hexane, tert-butylperoxy acetate, tert-butylperoxy benzoate, n-butyl 4,4-di(tert- butylperoxy)valerate, dicumyl peroxide, tert-butylcumyl peroxide, di(2-tert-butylperoxy isopropyl) benzene, 2,5-dimethyl-2,5-di(tert-butyl peroxy)hexane, di(tert-butyl) peroxide, 2,5-dimethyl-2,5-di(tert-butyl peroxy)-3-hexyne, tert-butyl hydroperoxide, cumyl hydroperoxide, and mixtures thereof.
8. The functionalized polyalphaolefin as claimed in claim 7, wherein the initiator is di(tert-buryl) peroxide or tert-butylperoxy benzoate.
9. The functionalized polyalphaolefin as claimed in claim 1, wherein the functionalized polyalphaolefin has a molecular weight of from about 200 to about 150,000 daltons.
10. The functionalized polyalphaolefin as claimed in claim 1, wherein the functionalized polyalphaolefin has a solubility in methyl isobutyl ketone of at least about 20 percent by weight.

11. A process for preparing a functionalized polyalphaolefin comprising
admixing:
(a) an alpha-olefin monomer having at least 10 carbon atoms;
(b) an unsaturated functionalizing compound; and
(c) a polymerization initializer,
under reaction conditions sufficient to polymerize the alpha-olefin monomer and the unsaturated functionalizing compound
wherein the unsaturated functionalizing compound is selected from the group consisting of carboxylic acids, carboxylic acid esters, amides, ethers, amines, alcohols, phosphate esters, silanes and mixtures thereof; and wherein the polymerization initializer is a peroxy polymerization initializer.
12. A composition including a functionalized polyalphaolefin as claimed in claim 1, wherein the composition is an ink, toner, coating, candle wax, lubricating oil, cosmetic, or a personal care product.
13. The composition as claimed in claim 12, wherein the composition is a personal care product selected from the group consisting of shampoo, conditioner, skin lotion, and sunscreen.
14. The composition as claimed in claim 12, wherein the composition is a cosmetic selected from the group consisting of lipsticks, lip balms, nail lacquers and antiperspirants
15. The composition as claimed in claim 12, wherein the composition is a toner for use in laser printers.

Documents:

5472-DELNP-2005-Abstract-(14-01-2009).pdf

5472-delnp-2005-abstract.pdf

5472-DELNP-2005-Claims-(03-06-2009).pdf

5472-DELNP-2005-Claims-(14-01-2009).pdf

5472-delnp-2005-claims.pdf

5472-DELNP-2005-Correspondence-Others-(03-06-2009).pdf

5472-DELNP-2005-Correspondence-Others-(14-01-2009).pdf

5472-delnp-2005-correspondence-others.pdf

5472-DELNP-2005-Description (Complete)-(14-01-2009).pdf

5472-delnp-2005-description (complete).pdf

5472-delnp-2005-form-1.pdf

5472-delnp-2005-form-18.pdf

5472-DELNP-2005-Form-2-(14-01-2009).pdf

5472-delnp-2005-form-2.pdf

5472-DELNP-2005-Form-3-(14-01-2009).pdf

5472-delnp-2005-form-3.pdf

5472-delnp-2005-form-5.pdf

5472-DELNP-2005-GPA-(14-01-2009).pdf

5472-delnp-2005-gpa.pdf

5472-delnp-2005-pct-210.pdf

5472-delnp-2005-pct-220.pdf

5472-delnp-2005-petition-138.pdf


Patent Number 235786
Indian Patent Application Number 5472/DELNP/2005
PG Journal Number 36/2009
Publication Date 04-Sep-2009
Grant Date 27-Aug-2009
Date of Filing 28-Nov-2005
Name of Patentee BAKER HUGHES INCORPORATED
Applicant Address 3600 ESSEX LANE, SUITE 1200, HOUSTON, TEXAS 77027, USA
Inventors:
# Inventor's Name Inventor's Address
1 DAVID D. TRUONG 326 N. MARATHON WAY, STAFFORD, TX 77477, USA
2 RICHARD J. NADOLSKY 9307 SANFORD ROAD, HOUSTON, TX 77031, USA
PCT International Classification Number C08F 10/14
PCT International Application Number PCT/US2004/018972
PCT International Filing date 2004-06-16
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 10/852,866 2004-05-25 U.S.A.
2 60/479,316 2003-06-18 U.S.A.