IP Library Granted Patent US 10,376,461
Granted Patent B2
US 10,376,461 · App. 14/233,232 · Granted Aug 13, 2019

Branched polyether-polyamide block copolymers and methods of making and using the same

Inventors: Geng Lin (Rochester Hills, MI); Nancy W. Harman (Savannah, GA)
Assignee: CRODA INTERNATIONAL PLC
A61K8/90A61K8/88A61Q17/04A61Q19/00C08G65/33303C08G69/40C08G69/48C08L63/00A61Q1/02A61Q5/00A61Q11/00A61Q15/00C08G2650/50
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Quick Facts
Patent No.
US 10,376,461
App. No.
14/233,232
Granted
Aug 13, 2019
Kind
B2
Abstract

Described herein is a polyether polyamide block copolymer as well compositions and products containing the polyether polyamide block copolymer. Methods of making and using the copolymer, the compositions, and products are also described herein.

Claims (20)

1. A polyether polyamide block copolymer having the following formula:

wherein R 1 is a C 1 -C 8 hydrocarbon radical, R 2 is a C 2 -C 4 hydrocarbon diradical, R 3 is a C 2 -C 52 hydrocarbon diradical, R 4 is selected from C 2 -C 12 hydrocarbon diradicals optionally substituted with alkylene oxide groups, wherein at least a portion of the R 4 groups is substituted with Y—C(═O)—R 3 —C(═O)—Z—(R 2 —O) w —R 1 , wherein Y is O or NH, Z is O or NH, w is an integer from 2 to 100; x is an integer from 2 to 100; y is an integer from 1 to 10, and z is an integer from 2 to 100, and wherein at least a portion of the Y groups is NH, wherein the softening point of the polyether polyamide block copolymer is from 60° C. to 150° C. and a viscosity of less than 5,000 centipoise at 160° C.,

wherein the polyether polyamide block copolymer is prepared from reactants comprising a C 2 -C 12 aliphatic diamine and a trifunctional component, wherein the trifunctional component is selected from triols, triamines, and mixtures thereof, and the diamine is present in amounts of 50% or less based on the total amount of difunctional and trifunctional amines and alcohols present on an equivalents basis.

2. The block copolymer of claim 1 , wherein in at least a portion of the R 4 groups substituted with Y—C(═O)—R 3 —C(═O)—Z—(R 2 —O) w —R 1 , Y is O.

3. The block copolymer of claim 2 , wherein at least a portion of the R 4 groups is a C 3 diradical substituted with O—C(═O)—R 3 —C(═O)—Z—(R 2 —O) w —R 1 .

4. The block copolymer of claim 1 , wherein in at least a portion of the R 4 groups substituted with Y—C(═O)—R 3 —C(═O)—Z—(R 2 —O) w —R 1 , Y is NH.

5. The block copolymer of claim 4 , wherein at least a portion of the R 4 groups is a C 6 diradical substituted with alkylene oxide groups and NH—C(═O)—R 3 —C(═O)—Z—(R 2 —O) w —R 1 .

6. The block copolymer of claim 1 , wherein the weight average molecular weight is from 5000 to 30,000.

7. The block copolymer of claim 1 , wherein the softening point is 60° C. to 140° C.

8. A polyether polyamide block copolymer having the following formula:

wherein R 1 is a C 1 -C 8 hydrocarbon radical, R 2 is a C 2 -C 4 hydrocarbon diradical, R 3 is a C 2 -C 52 hydrocarbon diradical, R 4 is selected from C 2 -C 12 hydrocarbon diradicals optionally substituted with alkylene oxide groups, wherein at least a portion of the R 4 groups is substituted with Y—C(═O)—R 3 —C(═O)—Z—(R 2 —O) w —R 1 , wherein Y is O or NH, Z is O or NH, and w is an integer from 2 to 100; x is an integer from 2 to 100; y is an integer from 1 to 10, and z is an integer from 2 to 100,

produced by reacting a dibasic acid; a C 2 -C 12 aliphatic diamine; a tri-functional component selected from the group consisting of triols, triamines, and mixtures thereof: and a monofunctional poly(alkyleneoxy) monoamine, wherein the diamine is present in an amount of 50% or less based on the total amount of difunctional and trifunctional amines and alcohols present on an equivalents basis,

wherein the polyether polyamide block copolymer has a softening point from 60° C. to 150° C. and a viscosity of less than 5,000 centipoise at 160° C.

9. The block copolymer of claim 8 , wherein the trifunctional component includes glycerin.

10. The block copolymer of claim 8 , wherein the trifunctional component includes a poly(alkyleneoxy) triamine.

11. The block copolymer of claim 10 , wherein the trifunctional component is a C6 triamine substituted with oxypropylene groups.

12. The block copolymer of claim 8 , wherein the weight average molecular weight is from 5000 to 30,000.

13. The block copolymer of claim 1 , wherein at least a portion of the R 4 groups are substituted with O—C(═O)—R 3 —C(C═O)—Z—(R 2 —O) w —R 1 .

14. The block copolymer of claim 1 , wherein at least a portion of the R 4 groups are substituted with Y—C(═O)—R 3 —C(C═O)—Z—(R 2 —O) w —R 1 .

15. The block copolymer of claim 1 , wherein at least 50 mol % of the R 3 groups are C 34 hydrocarbon diradicals.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2014
From: LIN, GENG; HARMAN, NANCY W
To: CRODA INTERNATIONAL PLC
Reel/Frame 031985/0569 →
Continuity (3)
Provisional Application 61510223 · Jul 21, 2011
Related Publication 20140140939A1 · May 22, 2014
Related Publication 20150098912A9 · Apr 9, 2015