IPC분류정보
국가/구분 |
United States(US) Patent
등록
|
국제특허분류(IPC7판) |
|
출원번호 |
US-0920877
(2004-08-18)
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등록번호 |
US-7296576
(2007-11-20)
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발명자
/ 주소 |
- Ait Haddou,Hassan
- Rutkofsky,Marni Loriel
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출원인 / 주소 |
- Zyvex Performance Materials, LLC
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대리인 / 주소 |
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인용정보 |
피인용 횟수 :
3 인용 특허 :
179 |
초록
▼
Poly(aryleneethynylene) polymers, poly(ferrocenylaryleneethynylene) polymers and poly(ferrocenylethynylene) polymers having properties particularly useful for solubilizing nanomaterials and for effecting subsequent re-solubilization of a solid polymer-solubilized nanomaterial, and compositions and m
Poly(aryleneethynylene) polymers, poly(ferrocenylaryleneethynylene) polymers and poly(ferrocenylethynylene) polymers having properties particularly useful for solubilizing nanomaterials and for effecting subsequent re-solubilization of a solid polymer-solubilized nanomaterial, and compositions and methods thereto are provided.
대표청구항
▼
What is claimed is: 1. A method of making a rigid poly(aryleneethynylene) polymer, the polymer having at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2, the method comprising: coupling a para-diethynyl-(R1
What is claimed is: 1. A method of making a rigid poly(aryleneethynylene) polymer, the polymer having at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2, the method comprising: coupling a para-diethynyl-(R1-Rx)arylene and an (R1-Ry)-para-dihaloarylene in the presence of a first polymerization-terminating haloaryl agent, wherein each R of (R1-Rx) and (R1-Ry) is independently H, or a functional group for solubilizing nanomaterial, and at least one R of (R1-Rx) and (R1-Ry) is a functional group for solubilizing nanomaterial, and wherein x of (R1-Rx) is the maximum number of substituents on the para-diethynyl-(R1-Rx)arylene, and y of (R1-Ry) is the maximum number of substituents on the (R1-Ry)-para-dihaloarylene, under conditions and for a period of time to produce fluorescence; and terminating the coupling by addition of a second polymerization-terminating haloaryl agent, the second haloaryl agent having equal or greater activity for coupling as the (R1-Ry)-para-dihaloarylene. 2. The method of claim 1 wherein the arylene of the para-diethynyl-(R1-Rx)arylene and the arylene of the (R1-Ry)-para-dihaloarylene are the same arylene structure. 3. A method of making a rigid poly(ferrocenylaryleneethynylene) polymer, the polymer having at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2, the method comprising: coupling a 1,1'-diethynyl-(R1-R8)ferrocene and an (R1-Rz)-para-dihaloarylene, or coupling a 1,1'-dihalo-(R1-R8)ferrocene and a para-diethynyl-(R1-Rz)arylene, in the presence of a first polymerization-terminating haloaryl agent, wherein each R of (R1-R8) and (R1-RZ) is independently H, or a functional group for solubilizing nanomaterial, and at least one R of (R1-R8) and (R1-Rz) is a functional group for solubilizing nanomaterial, and wherein z of (R1-Rz) is the maximum number of substituents on the (R1-Rz)-para-dihaloarylene, under conditions for a period of time to produce fluorescence; and terminating the coupling by addition of a second polymerization-terminating haloaryl agent, the second haloaryl agent having equal or greater activity for coupling as the (R1-Rz)-para-dihaloarylene or the 1,1'-dihalo-(R1-R8)ferrocene. 4. A method of making a rigid poly(ferrocenylethynylene) polymer, the polymer having at least one functional group for solubilizing nanomaterial, a length of about 25 nm to about 110 nm, and a polydispersity of less than about 2, the method comprising: coupling a 1,1'-diethynyl-(R1-R8)ferrocene and an (R1-R8)-1,1'-dihaloferrocene in the presence of a first polymerization-terminating haloaryl agent, wherein each R of (R1-R8) is independently H, or a functional group for solubilizing nanomaterial, and at least one R of (R1-R8) is a functional group for solubilizing nanomaterial, wherein corresponding R groups of the 1,1'-diethynyl-(R1-R8)ferrocene and the (R1-R8)-1,1'-dihaloferrocene are identical; under conditions for a period of time to produce fluorescence; and terminating the coupling by addition of a second polymerization-terminating haloaryl agent, the second haloaryl agent having equal or greater activity for coupling as the (R1-R8)-1,1'-dihaloferrocene. 5. The method of claim 1 wherein the coupling is carried out at a first temperature for a period of time followed by a second temperature for a period of time, wherein the second temperature is greater than the first temperature. 6. The method of claim 5 wherein the first temperature is about room temperature. 7. The method of claim 6 wherein the coupling at about room temperature is for about 10 mm to 1 hour. 8. The method of claim 5 wherein the second temperature is less than about 80째 C. 9. The method of claim 8 wherein the coupling at 80째 C. is for about 24 hours. 10. The method of claim 1 wherein the poly(aryleneethynylene) rigid polymer comprises a poly(phenyleneethynylene) polymer, the para-diethynyl-(R1-Rx)arylene comprises a para-diethynyl-(R1-Rx)benzene, and the (R1-Ry)-para-dihaloarylene comprises a (R1-Ry)-para-dihalobenzene. 11. The method of claim 1 wherein the first or second polymerization-terminating haloaryl agent comprises an iodoalkyloxybenzene or a bromoalkyloxybenzene, or a combination thereof. 12. The method of claim 1 wherein the iodoalkyloxybenzene comprises iodoanisole, iodoethoxybenzene, or iodopropoxybenzene, or a combination thereof. 13. The method of claim 1 wherein the bromoalkyloxybenzene comprises bromoanisole, bromoethoxybenzene, or bromopropoxybenzene, or a combination thereof. 14. The method of claim 1 wherein the polydispersity of the polymer is about 1.2 to about 1.8. 15. The method of claim 1 wherein the polydispersity of the polymer is about 1.4 to about 1.6. 16. The method of claim 1 wherein at least one R of (R1-Rx) or (R1-Ry) is alkoxy or alkyl. 17. The method of claim 10 wherein x is 4, y is 4, one set of para R's of(R1-Rx) is H and a corresponding set of para R's of(R1-Ry) is H. 18. The method of claim 10 wherein x is 4, y is 4, one set of para R's of(R1-Rx) is alkoxy and a corresponding set of para R's of(R1-Ry) is alkoxy. 19. The method of claim 10 wherein x is 4, y is 4, one set of para R's of(R1-Rx) is alkyl and a corresponding set of para R's of (R1-Ry) is alkyl. 20. The method of claim 10 wherein x is 4, y is 4, and each set of para R's of (R1-Rx) is identical to a corresponding set of para R's of(R1-Ry). 21. The method of claim 1 wherein the length of the polymer is about 25 nm to about 55 nm. 22. A rigid poly(aryleneethynylene) polymer made by the method of claim 1. 23. A rigid poly(ferrocenylaryleneethynylene) polymer made by the method of claim 3. 24. A rigid poly(ferrocenylethynylene) polymer made by the method of claim 4. 25. A rigid poly(phenyleneethynylene) polymer made by the method of claim 10.
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