IP Library Granted Patent US 7,745,546
Granted Patent B2
US 7,745,546 · App. 11/085,385 · Granted Jun 29, 2010

Hydrocarbon-terminated polyether-polyamide block copolymers and uses thereof

Assignee: Arizona Chemical Company
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Quick Facts
Patent No.
US 7,745,546
App. No.
11/085,385
Granted
Jun 29, 2010
Kind
B2
Abstract

A composition comprising (a) a resin composition comprising a block copolymer of the formula hydrocarbon-polyether-polyamide-polyether-hydrocarbon; and (b) a polar liquid. The block copolymer may be prepared by a process comprising reacting together reactants comprising dimer acid, diamine, and a polyether having termination at one end selected from amine, hydroxyl and carboxyl, and termination at another end selected from hydrocarbons. The polar liquid may be one or more of an aromatic liquid, a polar aprotic liquid, a ketone-containing liquid, an ester-containing liquid, an ether-containing liquid, an amide-containing liquid and a sulfoxide-containing liquid. The composition may be a gel at room temperature.

Claims (42)

1. A copolymer of the formula:

wherein, independently,

R 1 is C 1-8 a hydrocarbon radical;

R 2 is a C 2 -C 4 hydrocarbon diradical;

R 3 is a C 2 -C 52 hydrocarbon diradical, wherein at least 50% of the diradicals are derived from dimer acid;

R 4 is selected from C 2 -C 8 hydrocarbon diradicals and polyether diradicals of the formula: —(R 11 —O) g —R 11 —, wherein R 11 is a C 2 -C 4 hydrocarbon diradical independently selected at each occurrence and g is an integer ranging from 2 to 50;

Z is selected from O and NH;

x and z are integers from 2 to 100; and

y is an integer equal to 1 or more that provides a copolymer molecular weight of from 2,000 to 50,000.

2. The copolymer according to claim 1 , wherein, independently, R 1 is CH 3 and Z is NH.

3. The copolymer according to claim 1 , wherein y is an integer from 1 to 10.

4. The copolymer according to claim 1 , wherein y is an integer equal to 1 or more that provides a copolymer number average molecular weight of from 2,000 to 50,000.

5. A composition, comprising the copolymer according to claim 1 ; and at least one polar liquid.

6. The composition according to claim 5 , comprising from 5 to 50 wt % of the copolymer.

7. The composition according to claim 5 , wherein the at least one polar liquid comprises an ester-containing liquid.

8. The composition according to claim 7 , wherein the at least one polar liquid comprises an ester-containing liquid having formula R 6 —CO 2 —R 6 or R 6 —CO 2 —R 7 —CO 2 —R 6 , wherein R 6 and R 7 are organic moieties having from 1 to 12 carbon atoms.

9. The composition according to claim 8 , wherein R 6 is selected from C 1 -C 12 alkyl, C 1 -C 12 hydroxy-substituted alkyl, C 1 -C 12 alkoxy-substituted C 1 -C 12 alkyl, C 6 -C 12 aryl-substituted C 1-2 alkyl, C 1-12 alkenyl, C 1-12 hydroxyalkenyl, C 1-12 alkoxy-substituted C 1 -C 12 alkenyl, C 6 -C 12 aryl, C 1 -C 12 alkyl-substituted C 6 -C 12 amyl, C 6 -C 12 hydroxy-substituted aryl, and C 6 -C 12 alkoxy-substituted C 6 -C 12 aryl, and R 7 is selected from C 1 -C 12 alkylene, C 1 -C 12 hydroxy-substituted alkylene, C 2 -C 12 alkenylene, C 6 -C 12 arylene, C 6 -C 12 hydroxy-substituted arylene, and C 1 -C 12 alkoxy-substituted C 6 -C 12 arylene.

10. The composition according to claim 7 , wherein the ester-containing liquid comprises at least one aromatic ester.

11. The composition according to claim 10 , wherein the aromatic ester is at least one member selected from the group consisting of a (C 1 -C 18 alkyl)benzoate, a (C 1 -C 18 alkyl) salicylate, and a di(C 1 -C 12 alkyl) phthalate.

12. The composition according to claim 5 , wherein the at least one polar liquid comprises at least one member selected from the group consisting of a lower alcohol, glycol, ether, glycol ether, polyalkyleneglycol ether, and polyol.

13. The composition according to claim 5 , wherein the at least one polar liquid comprises at least one member selected from the group consisting of propylene glycol, 2-methoxyethyl ether, diethylene glycol ethyl ether, ethylene glycol, hexylene glycol, ethylene glycol monophenyl ether, di(propylene glycol), di(propylene glycol) monomethyl ether, di(ethylene glycol) dimethyl ether, tripropylene glycol mono methyl ether, poly(ethylene glycol) and poly(propylene glycol).

14. The composition according to claim 5 , wherein the at least one polar liquid comprises from 5 to 90 wt % of at least one surfactant based upon the total weight of the surfactant and copolymer.

15. The composition according to claim 5 , wherein the polar liquid comprises an aromatic liquid.

16. The composition according to claim 15 , wherein the aromatic liquid is at least one member selected from the group consisting of a (C 1 -C 18 alkyl)benzoate, a (C 1 -C 18 alkyl) salicylate, and a di(C 1 -C 12 alkyl) phthalate.

17. A personal care product, comprising any one of the compositions according to any one of claims 5 to 16 ; and a colorant.

18. An antiperspirant, comprising the copolymer according to claim 1 ; and

at least one member selected from the group consisting of aluminum chlorohydrate, aluminum sesquichlorohydrate, aluminum dichlorohydrate, aluminum-zirconium chlorohydrates, and aluminum-zirconium polychlorohydrate complexed with glycine.

19. A lipstick, comprising the copolymer according to claim 1 ;

at least one polar liquid; and at least one colorant.

20. A sun care product, comprising the copolymer according to claim 1 ;

at least one (C 1 -C 18 alkyl) salicylate; and at least one surfactant.

21. The sun care product according to claim 20 , further comprising at least one ester-containing liquid.

22. An eye make-up product, foundation makeup product, or costume make-up product, comprising the copolymer according to claim 1 ; at least one ester-containing liquid; and at least one colorant.

23. A wax, polish, cleaner, or stripper, comprising the copolymer according to claim 1 ; and at least one ester-containing liquid.

24. A wax, polish, cleaner, or stripper, comprising the copolymer according to claim 1 ; and at least one aprotic liquid.

25. The wax, polish, cleaner, or stripper according to claim 24 , comprising from 5 to 90 wt % of at least one aprotic liquid based upon the total weight of the aprotic liquid and copolymer.

26. The wax, polish, cleaner, or stripper according to claim 25 , wherein the at least one aprotic liquid is at least one member selected from the group consisting of N-methyl pyrrolidinone, propylene carbonate, tetrahydrofuran, dimethyl sulfoxide, methylene chloride, and dichloroethane.

27. A fragrance emitting article, comprising the copolymer according to claim 1 ; and at least one polar liquid wherein the polar liquid comprises at least one member selected from the group consisting of a liquid fragrance, an essential oil, and a fragrance chemical.

28. The fragrance emitting article according to claim 27 , comprising from 10 to 90 wt % of the at least one polar liquid based upon the total weight of the copolymer and polar liquid.

29. The fragrance emitting article according to claim 27 , comprising from 5 to 50 wt % of the copolymer based upon the total weight of the article.

30. The fragrance emitting article according to claim 27 , wherein the at least one polar liquid further comprises at least one ester-containing liquid.

31. The fragrance emitting article according to any one of claim 27 to 30 , wherein the at least one polar liquid further comprises at least one member selected from the group consisting of a lower alcohol, glycol, ether, glycol ether, polyalkyleneglycol ether, and polyol.

Assignments (12)
RELEASE OF SECURITY INTEREST Recorded Jun 12, 2014
From: GENERAL ELECTRIC CAPITAL CORPORATION, AS COLLATERAL AGENT
To: ARIZONA CHEMICAL COMPANY LLC
Reel/Frame 033146/0278 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 7, 2014
From: ARIZONA CHEMICAL COMPANY, LLC.
To: CRODA INTERNATIONAL PLC.
Reel/Frame 032375/0280 →
SECURITY AGREEMENT Recorded Jan 7, 2012
From: ARIZONA CHEMICAL COMPANY, LLC
To: GENERAL ELECTRIC CAPITAL CORPORATION, AS COLLATERAL AGENT
Reel/Frame 027497/0465 →
RELEASE OF SECURITY INTEREST Recorded Jan 6, 2012
From: GENERAL ELECTRIC CAPITAL CORPORATION
To: ARIZONA CHEMICAL COMPANY, LLC
Reel/Frame 027489/0030 →
SECURITY AGREEMENT Recorded Feb 2, 2011
From: ARIZONA CHEMICAL COMPANY, LLC
To: GENERAL ELECTRIC CAPITAL CORPORATION, AS COLLATERAL AGENT
Reel/Frame 025734/0383 →
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY COLLATERAL (FIRST LIEN) Recorded Jan 31, 2011
From: GOLDMAN SACHS CREDIT PARTNERS, L.P.
To: ARIZONA CHEMICAL COMPANY
Reel/Frame 025719/0265 →
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY COLLATERAL (SECOND LIEN) Recorded Jan 31, 2011
From: WILMINGTON TRUST FSB (SUCCESSOR TO CAPITALSOURCE FINANCE LLC)
To: ARIZONA CHEMICAL COMPANY
Reel/Frame 025720/0248 →
CHANGE OF NAME Recorded Nov 24, 2010
From: ARIZONA CHEMICAL COMPANY
To: ARIZONA CHEMICAL COMPANY, LLC
Reel/Frame 025406/0597 →
CHANGE OF NAME Recorded Aug 30, 2010
From: CAPITALSOURCE FINANCE LLC
To: WILMINGTON TRUST FSB
Reel/Frame 024944/0501 →
SECOND LIEN PATENT SECURITY AGREEMENT Recorded Mar 20, 2007
From: ARIZONA CHEMICAL COMPANY
To: CAPITAL SOURCE FINANCE, LLC
Reel/Frame 019035/0423 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded Mar 20, 2007
From: ARIZONA CHEMICAL COMPANY
To: GOLDMAN SACHS CREDIT PARTNERS, L.P.
Reel/Frame 019035/0392 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 30, 2006
From: MACQUEEN, RICHARD C.; PAVLIN, MARK S.
To: ARIZONA CHEMICAL COMPANY
Reel/Frame 018567/0827 →
Continuity (3)
Continuation 1014266400 · May 8, 2002
Continuation In Part 0976908100 · Jan 24, 2001
Related Publication 20050165212A1 · Jul 28, 2005