IP Library Granted Patent US 11,008,461
Granted Patent B2
US 11,008,461 · App. 16/407,873 · Granted May 18, 2021

Super-stretchable self-healing polymer

Inventors: Tomonori Saito (Knoxville, TN); Pengfei Cao (Knoxville, TN)
Assignee: UT-Battelle, LLC
C08L83/04C08G77/388C08K5/21C08G2270/00C08G2280/00C08L2312/00
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Quick Facts
Patent No.
US 11,008,461
App. No.
16/407,873
Granted
May 18, 2021
Kind
B2
Abstract

An elastic composition comprising the following structure: wherein: PDMS is polydimethylsiloxane having at least 5 dimethylsiloxane units; L is a bond or hydrocarbon linker; the asterisk (*) in A units denotes a connection point with an asterisk in B units, and at least one of the following linkages connect between connection points: r is an integer of at least 3; R is a hydrocarbon or siloxane-containing linking moiety; the composition includes a multiplicity of A units and multiplicity of B units; and a portion of the connection points are necessarily terminated by endcapping groups, wherein at least a portion of the endcapping groups are selected from the following structures: The invention also includes methods for making and using the above-described elastic composition.

Claims (65)

1. An elastic composition comprising the following structure:

wherein:

PDMS is polydimethylsiloxane having at least 5 and no more than 100 dimethylsiloxane units;

L is a bond or hydrocarbon linker;

the asterisk (*) in A units denotes a connection point with an asterisk in B units, and at least one of the following linkages connect between connection points:

r is an integer of at least 4;

R is a hydrocarbon or siloxane-containing linking moiety;

the composition includes a multiplicity of A units and multiplicity of B units; and

a portion of the connection points are necessarily terminated by endcapping groups, wherein at least a portion of the endcapping groups are selected from the following structures:

2. The elastic composition of claim 1 , wherein PDMS is polydimethylsiloxane having at least 10 and no more than 100 dimethylsiloxane units.

3. The elastic composition of claim 1 , wherein PDMS is polydimethylsiloxane having at least 20 and no more than 100 dimethylsiloxane units.

4. The elastic composition of claim 1 , wherein the number of B units is greater than the number of A units.

5. The elastic composition of claim 1 , wherein the number of B units is at least double the number of A units.

6. The elastic composition of claim 1 , wherein R is a hydrocarbon linking moiety.

7. The elastic composition of claim 6 , wherein R has the structure —(CH 2 ) m —, wherein m is an integer of 2-20; one or more H atoms in R are optionally replaced with methyl or ethyl groups; one or more —O— or —NH— linkers optionally inserted between carbon atoms in R; one or more H atoms in R are optionally replaced with OH or NH 2 groups; and two H atoms on a carbon atom are optionally replaced with an O atom to result in a carbonyl group.

8. The elastic composition of claim 6 , wherein R comprises a ring.

9. The elastic composition of claim 1 , wherein R is a polysiloxane.

10. The elastic composition of claim 9 , wherein said polysiloxane has a molecular weight of 350-7400 g/mol.

11. The elastic composition of claim 9 , wherein R is a polydimethylsiloxane.

12. The elastic composition of claim 1 , wherein the elastic composition exhibits an ultimate elongation of at least or more than 100%.

13. The elastic composition of claim 1 , wherein the elastic composition exhibits an ultimate elongation of at least or more than 300%.

14. The elastic composition of claim 1 , wherein the elastic composition exhibits an ultimate elongation of at least or more than 600%.

15. The elastic composition of claim 1 , wherein the elastic composition exhibits an ultimate tensile strength of at least 50 kPa.

16. The elastic composition of claim 1 , wherein the elastic composition is a film having a thickness of 20-1000 microns.

17. The elastic composition of claim 1 , wherein PDMS is polydimethylsiloxane having at least 10 and no more than 50 dimethylsiloxane units.

18. The elastic composition of claim 1 , wherein PDMS is polydimethylsiloxane having at least 10 and no more than 20 dimethylsiloxane units.

19. A method for producing an elastic composition, the method comprising reacting the following components:

under conditions where C molecules and amino groups from molecules A and B undergo condensation to produce a product having the following structure:

wherein:

PDMS is polydimethylsiloxane having at least 5 and no more than 100 dimethylsiloxane units;

L is a bond or hydrocarbon linker;

the asterisk (*) in A units denotes a connection point with an asterisk in B units, and at least one of the following linkages connect between connection points:

r is an integer of at least 4;

R is a hydrocarbon or siloxane-containing linking moiety;

the composition includes a multiplicity of A units and multiplicity of B units; and

a portion of the connection points are necessarily terminated by endcapping groups, wherein at least a portion of the endcapping groups are selected from the following structures:

20. The method of claim 19 , wherein PDMS is polydimethylsiloxane having at least 10 and no more than 100 dimethylsiloxane units.

21. The method of claim 19 , wherein PDMS is polydimethylsiloxane having at least 20 and no more than 100 dimethylsiloxane units.

22. The method of claim 19 , wherein the number of B molecules is greater than the number of A molecules, and the number of B units is greater than the number of A units.

23. The method of claim 19 , wherein the number of B molecules is at least double the number of A molecules, and the number of B units is at least double the number of A units.

24. The method of claim 19 , wherein R is a hydrocarbon linking moiety.

25. The method of claim 19 , wherein R is a polysiloxane.

26. The method of claim 19 , wherein A molecules have the following structure:

wherein n is at least 4.

27. The method of claim 19 , wherein B molecules have the following structure:

wherein n is 0 or at least 1.

28. An elastic composition comprising the following structure:

wherein:

PDMS is polydimethylsiloxane having at least 5 and no more than 100 dimethylsiloxane units;

L is a bond or hydrocarbon linker;

the asterisk (*) in A units denotes a connection point with an asterisk in B units, and at least one of the following linkages connect between connection points:

r is an integer of at least 3;

R is a hydrocarbon linking moiety;

the composition includes a multiplicity of A units and multiplicity of B units; and

a portion of the connection points are necessarily terminated by endcapping groups, wherein at least a portion of the endcapping groups are selected from the following structures:

29. A method for producing an elastic composition, the method comprising reacting the following components:

under conditions where C molecules and amino groups from molecules A and B undergo condensation to produce a product having the following structure:

wherein:

PDMS is polydimethylsiloxane having at least 5 and no more than 100 dimethylsiloxane units;

L is a bond or hydrocarbon linker;

the asterisk (*) in A units denotes a connection point with an asterisk in B units, and at least one of the following linkages connect between connection points:

r is an integer of at least 3;

R is a hydrocarbon linking moiety;

the composition includes a multiplicity of A units and multiplicity of B units; and

a portion of the connection points are necessarily terminated by endcapping groups, wherein at least a portion of the endcapping groups are selected from the following structures:

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 23, 2021
From: SAITO, TOMONORI; CAO, PENGFEI
To: UT-BATTELLE, LLC
Reel/Frame 055682/0555 →
CONFIRMATORY LICENSE Recorded Aug 28, 2019
From: UT-BATTELLE, LLC
To: U.S. DEPARTMENT OF ENERGY
Reel/Frame 050198/0724 →
Continuity (2)
Provisional Application 62669565 · May 10, 2018
Related Publication 20190345334A1 · Nov 14, 2019