IPC분류정보
국가/구분 |
United States(US) Patent
등록
|
국제특허분류(IPC7판) |
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출원번호 |
US-0099254
(2008-04-08)
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등록번호 |
US-8673286
(2014-03-18)
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발명자
/ 주소 |
- Messersmith, Phillip B.
- Dalsin, Jeffrey L.
- Lee, Bruce P.
- Burke, Sean A.
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출원인 / 주소 |
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대리인 / 주소 |
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인용정보 |
피인용 횟수 :
2 인용 특허 :
92 |
초록
The invention describes DOPA functionalized, branched, polyalkylene oxide materials that are useful as adhesives.
대표청구항
▼
1. A composition comprising the formula: CA-[Z-PA-(L)a-(DHPD)b-(AA)c-PG]n (II)whereinCA is carbon;each Z, independently, is a C1 to a C6 linear or branched, substituted or unsubstituted alkyl group or a bond;each PA, independently, is a substantially poly(alkylene oxide) polyether;each L, independe
1. A composition comprising the formula: CA-[Z-PA-(L)a-(DHPD)b-(AA)c-PG]n (II)whereinCA is carbon;each Z, independently, is a C1 to a C6 linear or branched, substituted or unsubstituted alkyl group or a bond;each PA, independently, is a substantially poly(alkylene oxide) polyether;each L, independently, optionally, is a linker or is a linking group selected from amide, ester, urea, carbonate or urethane linking groups;each DHPD, independently, is a multihydroxy phenyl derivative;each AA, independently, optionally, is an amino acid moiety,each PG, independently, is an optional protecting group, and if the protecting group is absent, each PG is replaced by a hydrogen atom;“a” has a value of 0 when L is a linking group or a value of 1 when L is a linker;“b” has a value of one or more;“c” has a value in the range of from 0 to about 20; and“n” has a value of 4. 2. The composition of claim 1, wherein each Z is a methylene. 3. The composition of claim 1, wherein each PA is a polyethylene glycol polyether. 4. The composition of claim 1, wherein the molecular weight of each of PA is between about 1,250 and about 12,500 daltons. 5. The composition of claim 1, wherein each DHPD is dopamine, 3,4-dihydroxyphenyl alanine, 2-phenyl ethanol or 3,4-dihydroxyhydrocinnamic acid. 6. The composition of claim 5, wherein “c” is zero. 7. The composition of claim 1, wherein PG is a hydrogen atom. 8. The composition of claim 1, wherein “a” is zero. 9. The composition of claim 1, wherein “b” is 1, 2, 3 or 4. 10. The composition of claim 1, wherein the li nking group is an amide, urea or urethane. 11. The composition of claim 5, wherein “c” is 1, 2, 3 or 4. 12. The composition of claim 11, wherein AA is lysine. 13. The composition of claim 11, wherein PG is a hydrogen atom. 14. The composition of claim 11, wherein “a” is zero. 15. The composition of claim 11, wherein “b” is 1, 2, 3 or 4. 16. The composition of claim 11, wherein the linking group is an amide, ester or urethane. 17. The composition of claim 5, wherein “a” is 1 and each L is an alkylene dicarboxylic acid moiety. 18. The composition of claim 17, wherein the alkylene dicarboxylic acid moiety is succinic acid. 19. The composition of claim 17, wherein PG is a hydrogen atom. 20. The composition of claim 17, wherein “b” is 1, 2, 3 or 4. 21. The composition of claim 1, wherein the DHPD has at least 2 hydroxyl groups. 22. The composition of claim 1, wherein the DHPD has 2 hydroxyl groups. 23. A method to adhere biological tissues together, comprising the step of administering to the tissue a sufficient amount of an adhesive material as claimed in claim 1, such that the biological tissues remain adhered to each other. 24. A method of crosslinking the material as recited in claim 1 by reacting said hydroxyphenyl groups with an oxidant to yield hydroxyphenyl free radical species, such that the free radical species react to yield a crosslinkage comprising multiple hydroxyphenyl species. 25. The method of claim 24, wherein the oxidant is a periodate. 26. The method of claim 24, wherein the oxidant is NaIO3, FeCl3, H2O2, oxygen, an inorganic base, an organic base or an oxidase. 27. A cross linked macromolecular hydrogel comprising the formula: CA-[Z-PA-(L)a-(DHPD)b-(AA)c-PG]n (II)whereinCA is a central atom that is carbon;each Z, independently, is a C1 to a C6 linear or branched, substituted or unsubstituted alkyl group or a bond;each PA, independently, is a substantially poly(alkylene oxide) polyether;each L, independently, optionally, is a linker or is a linking group selected from amide, ester, urea, carbonate or urethane linking groups;each DHPD, independently is a multihydroxy phenyl derivative;each AA independently, optionally, is an amino acid moiety,each PG, independently, is an optional protecting group, and if the protecting group is absent, each PG is replaced by a hydrogen atom;“a” has a value of 0 when L is a linking group or a value of 1 when L is a linker;“b” has a value of one or more;“c” has a value in the range of from 0 to about 20; and“n” has a value of 4, wherein at least one linkage is formed between two DHPD groups attached respectively to adjacent molecules. 28. A composition comprising the formula: CA-[Z-PA-(L)a-(DHPD)b-(AA)c-PG]n (I)whereinCA is a central atom selected from carbon, oxygen, sulfur, nitrogen, or a secondary amine;each Z, independently is a C1 to a C6 linear or branched, substituted or unsubstituted alkyl group or a bond;each PA, independently, is a substantially poly(alkylene oxide) polyether;each L, independently, optionally, is a linker or is a linking group selected from amide, ester, urea, carbonate or urethane linking groups;each DHPD, independently, is a multihydroxy phenyl derivative;each AA, independently, optionally, is an amino acid moiety,each PG, independently, is an optional protecting group, and if the protecting group is absent, each PG is replaced by a hydrogen atom;“a” has a value of 0 when L is a linking group or a value of 1 when L is a linker;“b” has a value of one or more;“c” has a value in the range of from 0 to about 20; and“n” has a value from 3 to 15. 29. A cross linked macromolecular hydrogel comprising the formula: CA-[Z-PA-(L)a-(DHPD)b-(AA)c-PG]n (I)whereinCA is a central atom selected from carbon, oxygen, sulfur, nitrogen, or a secondary amine;each Z, independently is a C1 to a C6 linear or branched, substituted or unsubstituted alkyl group or a bond;each PA, independently, is a substantially poly(alkylene oxide) polyether;each L, independently, optionally, is a linker or is a linking group selected from amide, ester, urea, carbonate or urethane linking groups;each DHPD, independently, is a multihydroxy phenyl derivative;each AA, independently, optionally, is an amino acid moiety,each PG, independently, is an optional protecting group, and if the protecting group is absent, each PG is replaced by a hydrogen atom;“a” has a value of 0 when L is a linking group or a value of 1 when L is a linker;“b” has a value of one or more;“c” has a value in the range of from 0 to about 20; and“n” has a value from 3 to 15, wherein at least one linkage is formed between two DHPD groups attached respectively to adjacent molecules.
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