Photomechanically active copolyimides derived from an azobenzenediamine, a rigid dianhydride, and a flexible dianhydride
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C08G-073/10
C08G-069/42
출원번호
US-0723807
(2015-05-28)
등록번호
US-9834644
(2017-12-05)
발명자
/ 주소
Tan, Loon-Seng
Wang, David Huabin
Lee, Kyung Min
White, Timothy J.
출원인 / 주소
The United States of America as represented by the Secretary of the Air Force
대리인 / 주소
AFMCLO/JAZ
인용정보
피인용 횟수 :
0인용 특허 :
54
초록
Compositions of azobenzene-containing, photomechanically active, copoly(amic acids) and linear copolyimides including an azobenzenediamine, a rigid dianhydride, and a flexible dianhydride are provided; and methods of making the same.
대표청구항▼
1. The photomechanical polymer, wherein the photomechanical polymer is the copoly(amic acid) having photomechanical properties and comprising the azobenzenediamine, the rigid dianhydride, and the flexible dianhydride, the copoly(amic acid) having a general formula: wherein Ar is at least one of 1,2,
1. The photomechanical polymer, wherein the photomechanical polymer is the copoly(amic acid) having photomechanical properties and comprising the azobenzenediamine, the rigid dianhydride, and the flexible dianhydride, the copoly(amic acid) having a general formula: wherein Ar is at least one of 1,2,4,5-benzene (pyromellitic), 1,4,5,8-naphthalene, and 3,3′,4,4′-biphenyl;wherein R is at least one of —C(CF3)2—, —O—, >C═O, >SO2, —OPh-C(CF3)2-PhO—, —OPh-C(CH3)2-PhO—, >C(CF3)Ph, —O(1,3-Ph)O—, and —O(1,4-Ph)O—;wherein R′ and R″ are —H, —F, —Cl, or —CH3 when R′ and R″ are identical, or wherein R′ is —H and R″ is at least one of —F, —Cl, —CH3, —CF3, and —OCH3 when R′ and R″ are different; andwherein 0.05≦x≦0.75. 2. The photomechanical polymer of claim 1, wherein 0.05≦x≦0.50. 3. The photomechanical polymer of claim 1, wherein 0.25≦x≦0.75. 4. The photomechanical polymer of claim 1, wherein 0.50≦x≦0.75. 5. The photomechanical polymer of claim 1, wherein n is between 100 and 500. 6. The photomechanical polymer of claim 1, wherein the azobenzenediamine comprises at least one of 4,4′-diaminoazobenzene; 3-fluoro-4,4′-diaminoazobenzene; 3-chloro-4,4′-diaminoazobenzene; 3-methyl-4,4′-diaminoazobenzene; 3-trifluormethyl-4,4′-diaminoazobenzene; 3-methoxy-4,4′-diaminoazobenzene; 3,3′-fluoro-4,4′-diaminoazobenzene; 3,3′-chloro-4,4′-diaminoazobenzene; or 3,3′-methyl-4,4′-diaminoazobenzene. 7. The photomechanical polymer of claim 1, wherein the flexible dianhydride comprises at least one of 2,2-bis(phthalic anhydride)-1,1,1,3,3,3-hexafluoroisopropane; 4,4′-oxydi(phthalic anhydride); 3,3′,4,4′-diphenylsulfone tetracarboxylic dianhydride; 3,3′,4,4′-benzophenone tetracarboxylic dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]hexafluoropropane dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride; 4,4′-(2,2,2-trifluoro-1-phenylethylidene)diphthalic anhydride; 2,2′4,4′-(p-phenylenedioxy)diphthalic anhydride; or 4,4′-(m-phenylenedioxy)diphthalic anhydride. 8. The photomechanical polymer of claim 1, wherein the rigid dianhydride comprises at least one of pyromellitic dianhydride; 1,4,5,8-naphthalenetetracarboxylic acid dianhydride; or 1,1′-biphenyl-3,3′,4,4′-tetracarboxylic acid dianhydride. 9. The photomechanical polymer of claim 1, wherein the azobenzenediamine is 4,4′-diaminoazobenzene; the flexible dianhydride is 2,2-bis(phthalic anhydride)-1,1,1,3,3,3-hexafluoroisopropane; and the rigid dianhydride is pyromellitic dianhydride. 10. The photomechanical polymer, wherein the photomechanical polymer is the copolyimide having photomechanical properties and comprising the azobenzenediamine, the rigid dianhydride, and the flexible dianhydride, the copolyimide having the general formula: wherein Ar is at least one of 1,2,4,5-benzene (pyromellitic), 1,4,5,8-naphthalene, or 3,3′,4,4′-biphenyl;wherein R is at least one of —C(CF3)2—, —O—, >C═O, >SO2, —OPh-C(CF3)2-PhO—, —OPh-C(CH3)2-PhO—, >C(CF3)Ph, —O(1,3-Ph)O—, or —O(1,4-Ph)O—;wherein R′ and R″ are —H, —F, —Cl, or —CH3 when R′ and R″ are identical, or wherein R′ is —H and R″ is at least one of —F, —Cl, —CH3, —CF3, or —OCH3 when R′ and R″ are different; andwherein 0.25≦x≦0.75. 11. The photomechanical polymer of claim 10, wherein 0.50≦x≦0.75. 12. The photomechanical polymer of claim 10, wherein n is between 100 and 500. 13. The photomechanical polymer of claim 10, wherein the azobenzenediamine comprises at least one of 4,4′-diaminoazobenzene; 3-fluoro-4,4′-diaminoazobenzene; 3-chloro-4,4′-diaminoazobenzene; 3-methyl-4,4′-diaminoazobenzene; 3-trifluormethyl-4,4′-diaminoazobenzene; 3-methoxy-4,4′-diaminoazobenzene; 3,3′-fluoro-4,4′-diaminoazobenzene; 3,3′-chloro-4,4′-diaminoazobenzene; or 3,3′-methyl-4,4′-diaminoazobenzene. 14. The photomechanical polymer of claim 13, wherein the flexible dianhydride comprises at least one of 2,2-bis(phthalic anhydride)-1,1,1,3,3,3-hexafluoroisopropane; 4,4′-oxydi(phthalic anhydride); 3,3′,4,4′-diphenylsulfone tetracarboxylic dianhydride; 3,3′,4,4′-benzophenone tetracarboxylic dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]hexafluoropropane dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride; 4,4′-(2,2,2-trifluoro-1-phenylethylidene)diphthalic anhydride; 2,2′4,4′-(p-phenylenedioxy)diphthalic anhydride; or 4,4′-(m-phenylenedioxy)diphthalic anhydride. 15. The photomechanical polymer of claim 10, wherein the rigid dianhydride comprises at least one of pyromellitic dianhydride; 1,4,5,8-naphthalenetetracarboxylic acid dianhydride; or 1,1′-biphenyl-3,3′,4,4′-tetracarboxylic acid dianhydride. 16. The photomechanical polymer of claim 10, wherein the azobenzenediamine is 4,4′-diaminoazobenzene; the flexible dianhydride is 2,2-bis(phthalic anhydride)-1,1,1,3,3,3-hexafluoroisopropane; and the rigid dianhydride is pyromellitic dianhydride.
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