IP Library Granted Patent US 10,087,310
Granted Patent B2
US 10,087,310 · App. 14/217,142 · Granted Oct 2, 2018

Associative polymers and related compositions, methods and systems

Inventors: Julia A. Kornfield (Pasadena, CA); Ming-Hsin Wei (Pasadena, CA); Simon Jones (Whittier, CA); Virendra Sarohia (Altadena, CA)
Assignee: CALIFORNIA INSTITUTE OF TECHNOLOGY
C08K11/00C08G83/008C08L101/02C10L1/198C10L1/1973C10L1/1976C10L1/2366C10L1/2368C10L10/00C10L10/02C10L10/08
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Quick Facts
Patent No.
US 10,087,310
App. No.
14/217,142
Granted
Oct 2, 2018
Kind
B2
Abstract

Described herein are associative polymers capable of controlling one or more physical and/or chemical properties of non-polar compositions and related compositions, methods and systems.

Claims (61)

1. A non-polar composition comprising:

a host composition having a dielectric constant equal to or less than about 5 and

at least one associative polymer, soluble in the host composition,

wherein the at least one associative polymer is comprised in the host composition in a concentration between from about 0.1c* to about 10c* wherein

c

*

=

3

M

w

4

π

(

R

g

2

)

3

/

2

N

a

,

wherein M w is the weight averaged molecular weight, R g is the radius of gyration, and N a is Avogadro's constant

wherein the at least one associative polymer comprises a linear, branched, or hyperbranched polymer backbone having at least two ends and a functional group presented at two or more ends of the at least two ends of the backbone,

and wherein the linear, branched, or hyperbranched polymer backbone is substantially soluble in a non-polar composition, and the functional group is capable of undergoing an associative interaction with another functional group with an association constant (k) of from 0.1<log 10 k<18.

2. The non-polar composition of claim 1 , wherein the host composition is a hydrocarbon composition, a fluorocarbon composition or a silicone composition.

3. The non-polar composition of claim 1 , wherein the host composition is pentane, hexane, cyclohexane, benzene, toluene, chloroform and diethyl ether, liquefied petroleum gas, liquid methane, butane, gasoline, kerosene, jet fuel and diesel fuel.

4. The non-polar composition of claim 1 , wherein the concentration is between 0.5c* to 2c*.

5. The non-polar composition of claim 1 , wherein the concentration is less than approximately c*.

6. The non-polar composition of claim 1 , wherein the concentration is between 0.1c* and 0.5c*.

7. The non-polar composition of claim 1 , wherein the concentration is below or approximately equal c*.

8. The non-polar composition of claim 1 , wherein the concentration is between 0.05c* to c*.

9. The non-polar composition of claim 1 , wherein the concentration is greater than c*.

10. The non-polar composition of claim 1 , wherein the concentration is between 2c* to 10c*.

11. The non-polar composition of claim 1 , in which the at least one associative polymer has a weight averaged molecular weight equal to or lower than about 2,000,000 g/mol.

12. The non-polar composition of claim 1 , wherein the at least one associative polymer has a weight averaged molecular weight equal to or lower than about 2,000,000 g/mol and/or a M w equal to or higher than about 100,000 g/mol.

13. The non-polar composition of claim 1 , in which the at least one associative polymer has a weight averaged molecular weight between about 100,000 g/mol and about 1,000,000 g/mol.

14. The non-polar composition of claim 1 , wherein in the at least one associative polymer the functional group is a carboxylic acid and the other functional group is a carboxylic acid, or the functional group is a carboxylic acid and the other functional group is an amine, or the functional group is an alcohol and the other functional group is an amine, or the functional group is an alcohol and the other functional group is a carboxylic acid, or the functional group is a diacetamidopyridine and the other functional group is a thymine, or the functional group is a Hamilton Receptor and the other functional group is a cyanuric acid.

15. The non-polar composition of claim 1 , wherein in the at least one associative polymer the other functional group is presented at at least one end of the at least two ends of a same associative polymer.

16. The non-polar composition of claim 1 , wherein in the at least one associative polymer the other functional group is presented at at least one end of a different associative polymer.

17. The non-polar composition of claim 1 , wherein the at least one associative polymer has a structural unit of formula [[FG-chain -[node]- (I) and optionally the structural unit of formula -[ node - chain] -(II)

wherein:

FG is a functional group, which can comprise one or more associative moieties such that the functional groups are capable of undergoing an associative interaction with another functional group with an association constant (k) in a range from 0.1<log 10 k<18;

chain is a non-polar polymer substantially soluble in a non-polar composition, the polymer having formula (III):

R 1 -[A] n R 2   (III)

wherein:

A is a chemical moiety;

R 1 and R 2 are independently selected from any carbon based or organic group; and

n is an integer ≥1;

node is a covalently linked moiety linking one of R 1 and R 2 of at least one first chain with one of the R 1 and R 2 of at least one second chain;

and wherein

the FG, chain and node of different structural units of the polymer can be the same or different.

18. The non-polar composition of claim 17 , wherein the functional group is selected from diacetamidopyridine group, thymine group, Hamilton Receptor group, cyanuric acid group, carboxylic acid group, primary secondary or tertiary amine group, primary secondary and tertiary alcohol group.

19. The non-polar composition of claim 17 , wherein A is a diene, olefin, styrene, acrylonitrile, methyl methacrylate, vinyl acetate, dichlorodimethylsilane, tetrafluoroethylene, acids, esters, amides, amines, glycidyl ethers, or isocyanates.

20. The non-polar composition of claim 17 , wherein n is equal to or greater than 200 or equal to or greater than 800.

21. The non-polar composition of claim 20 , wherein R 1 and R 2 are independently substituted or unsubstituted methine or methylene groups.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 12, 2014
From: CALIFORNIA INSTITUTE OF TECHNOLOGY
To: NASA
Reel/Frame 033202/0806 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 6, 2014
From: KORNFIELD, JULIA A.; WEI, MING-HSIN; JONES, SIMON; SAROHIA, VIRENDRA
To: CALIFORNIA INSTITUTE OF TECHNOLOGY
Reel/Frame 032829/0381 →
Continuity (2)
Provisional Application 61799670 · Mar 15, 2013
Related Publication 20140259887A1 · Sep 18, 2014
Cited By (2)
US 12,274,956 US 12,391,806