Cyclic carbonate azide
View Patent ↗Cyclic carbonate azide having a structure according to the following formula (A) wherein R 1 -R 5 are independently selected from the group consisting of hydrogen, C 6-20 aryl, C 7-36 aralkyl, and C 1-30 alkyl groups; said aryl, aralkyl, and alkyl groups my optionally be substituted with heteroatoms, X is a hydrocarbon moiety having at least one carbon atom, T has the structure —N(R 6 )— or —O—, R 6 is selected from the group consisting of hydrogen and C 1-20 alkyl groups, optionally substituted with heteroatoms, k is 0, 1, or 2, m is 0 or 1, n is 0 or 1, p is 1 or 2, Z is an aliphatic or aromatic hydrocarbon moiety having at least one carbon atom, optionally substituted with heteroatoms, and Y is either (B) or C) or (D).
1. Cyclic carbonate azide having a structure according to the following formula:
wherein
R 1 -R 5 are independently selected from the group consisting of hydrogen, C 6 - 20 aryl, C 7 - 36 aralkyl, and C 1-30 alkyl groups; said aryl, aralkyl, and alkyl groups, optionally substituted with heteroatoms,
X is a hydrocarbon moiety having at least one carbon atom,
T has the structure —N(R 6 )— or —O—,
R 6 is selected from the group consisting of hydrogen and C 1-20 alkyl groups, optionally substituted with heteroatoms
k is 0, 1, or 2
m is 0 or 1,
n is 0 or 1,
p is 1 or 2
Z is an aliphatic or aromatic hydrocarbon moiety having at least one carbon atom, optionally substituted with heteroatoms, and
Y is either
2. Cyclic carbonate azide according to claim 1 wherein T has the structure —N(R 6 )—.
3. Cyclic carbonate azide according to claim 1 wherein T has the structure —O—.
4. Cyclic carbonate azide according to claim 1 wherein k=0.
5. Cyclic carbonate azide according to claim 1 wherein X is CH 2 .
6. Cyclic carbonate azide according to claim 1 wherein Z is an aryl group.
7. Cyclic carbonate azide according to claim 1 wherein p=1, n=m=0 and Y is
8. Cyclic carbonate azide according to claim 1 wherein p=1, n=m=1, R 3 is H, Z is an aryl group, and Y is
9. Cyclic carbonate azide according to claim 1 wherein p=2, n=m=0, R 3 is H, X is CH 2 , and Y is:
10. Cyclic carbonate azide according to claim 1 wherein k=1.
11. Cyclic carbonate azide according to claim 1 wherein R 1 , R 2 , R 4 , and R 5 are hydrogen.
12. Cyclic carbonate azide according to claim 1 wherein R 3 is hydrogen or a hydroxy alkyl group.
13. A process for modifying polymers wherein the cyclic carbonate azide according to the following formula:
wherein
R 1 -R 5 are independently selected from the group consisting of hydrogen, C 6 - 20 aryl, C 7-36 aralkyl, and C 1-30 alkyl groups; said aryl, aralkyl, and alkyl groups, optionally substituted with heteroatoms,
X is a hydrocarbon moiety having at least one carbon atom,
T has the structure —N(R 6 )— or —O—,
R 6 is selected from the group consisting of hydrogen and C 1-20 alkyl groups, optionally substituted with heteroatoms
k is 0, 1, or 2
m is 0 or 1,
n is 0 or 1,
p is 1 or 2
Z is an aliphatic or aromatic hydrocarbon moiety having at least one carbon atom, optionally substituted with heteroatoms, and
Y is either
is grafted on said polymer by blending said azide and said polymer and heating the blend at a temperature in the range 100-220° C.
14. Process according to claim 13 wherein the polymer is emulsion-type styrene-butadiene rubber (e-SBR) or solution-type styrene-butadiene rubber (s-SBR).
15. A polymer obtainable by the process of claim 14 .
16. A polymer composition comprising the polymer of claim 14 and silica.
17. A method of producing tires comprising the polymer of claim 16 .