US4218557A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyphosphazene polymers containing N-substituted amido and imido substituents
Assignee: Bridgestone Firestone Inc
•
Filing: 1978-10-20
•
Granted: 1980-08-19
•
Expires: 1998-10-20
Abstract
Abstract Polyphosphazene polymers are prepared which contain repeating units represented by the formulas: <IMAGE> wherein X is represented by: <IMAGE> wherein Y is selected from the group consisting of <IMAGE> and -SO2- and p=0 or 1; when p=0, R1 and R2 are independently selected from a group consisting of substituted or unsubstituted aliphatic, aryl, araryl, and alkylaryl radicals or R1 and R2 can form a cyclic amide containing radical wherein R1 and R2 taken together are selected from a group consisting of -CH2)n where n=2 to 12, wherein R3 is a lower alkyl radical or hydrogen; and when p=1, R1 and R2 taken together form a linkage in a cyclic imide containing radical selected from a group consisting of -CH2)n, where n'=2 or 3 and <IMAGE> where R3 is as defined above, R4 is selected from the group consisting of hydrogen, halogen and alkyl radical containing 1 to 6 carbon atoms; and p' is 0 to 4, X' is a substituted or unsubstituted alkoxy, aryloxy, amino or mercapto substituent group or mixtures thereof which are compatible with an N-substituted amido substituent and are known in the state of the art of polyphosphazene technology; and 20</=(w+y+z)</= 50,000 per polymer and (y+z)>0. The polymers of the invention can be utilized to form protective films and can also be utilized in applications such as for molding, coatings, foams and the like.
Inventors
- 👤 William L. Hergenrother
- 👤 Adel F. Halasa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 14:37
CPC Classifications
C; C08; C08G; C08G79/00; C08G79/02; C08G79/025
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
187 words
A polyphosphazene copolymer containing units represented by the formulas: ##STR15## wherein X is ##STR16## in which Y is selected from the group consisting of ##STR17## and --SO 2 -- and p=0 or 1; when p=0, R 1 and R 2 are independently selected from a group consisting of substituted or unsubstituted aliphatic, aryl, araryl, and alkylaryl radicals or R 1 and R 2 can form a linkage in a cyclic amide containing radical wherein R 1 and R 2 taken together are --CH 2 ) n where n=2 to 12, wherein R 3 is a lower alkyl radical or hydrogen; and when p=1, R 1 and R 2 taken together form a linkage in a cyclic imide containing radical selected from a group consisting of --CH 2 ) n' where n'=2 to 3 and ##STR18## R 4 is selected from a group consisting of hydrogen, halogen and alkyl radical containing 1 to 6 carbon atoms; and p' is 0 to 4, X' is selected from a group consisting of substituted or unsubstituted alkoxy, aryloxy, amino or mercapto substituent group or mixtures thereof; 20≦(w+y+z)≦50,000 per polymer and (y+z)>0.
Claim 2
Dependent Claim
187 words
A polyphosphazene copolymer containing units represented by the formulas: ##STR15## wherein X is ##STR16## in which Y is selected from the group consisting of ##STR17## and --SO 2 -- and p=0 or 1; when p=0, R 1 and R 2 are independently selected from a group consisting of substituted or unsubstituted aliphatic, aryl, araryl, and alkylaryl radicals or R 1 and R 2 can form a linkage in a cyclic amide containing radical wherein R 1 and R 2 taken together are --CH 2 ) n where n=2 to 12, wherein R 3 is a lower alkyl radical or hydrogen; and when p=1, R 1 and R 2 taken together form a linkage in a cyclic imide containing radical selected from a group consisting of --CH 2 ) n' where n'=2 to 3 and ##STR18## R 4 is selected from a group consisting of hydrogen, halogen and alkyl radical containing 1 to 6 carbon atoms; and p' is 0 to 4, X' is selected from a group consisting of substituted or unsubstituted alkoxy, aryloxy, amino or mercapto substituent group or mixtures thereof; 20≦(w+y+z)≦50,000 per polymer and (y+z)>0.
Claim 3
Dependent Claim
128 words
The polymer of claim 1 wherein X in the units of polymer is ##STR19## in which R 1 and R 2 are independently selected from a group consisting of substituted or unsubstituted aliphatic, cycloaliphatic, aryl, araryl, alkylaryl and heterocyclic radicals or R 1 and R 2 together form a cyclic amide containing ring wherein R 1 and R 2 taken together are --CH 2 ) n where n=2 to 12, R 3 is selected from the group consisting of hydrogen and lower alkyl, wherein the X' substituent of said units is selected from the group consisting of substituted and unsubstituted alkoxy, aryloxy, amino and mercapto groups and mixtures thereof and wherein the copolymer units are randomly distributed and X and X' are independently selected for each copolymer unit.
Claim 4
Dependent Claim
29 words
The polymer of claim 2 wherein X is derived from a group consisting of caprolactam and N-phenylacetamide and X' is derived from a group consisting of trifluoroethanol and 4-chlorophenol.
Claim 5
Dependent Claim
17 words
The polymer of claim 1 wherein X is derived from saccharin and X' is derived from trifluoroethanol.
Claim 6
Dependent Claim
17 words
The polymer of claim 1 wherein X is derived from phthalimide and X' is derived from trifluoroethanol.
Claim 7
Independent Claim
245 words
A method of preparing polyphosphazene polymers containing units represented by the formulas: ##STR20## wherein X is ##STR21## in which Y is selected from the group consisting of ##STR22## and --SO 2 -- and p=0 to 1; when p=0, R 1 and R 2 are independently selected from a group consisting of substituted or unsubstituted aliphatic, aryl, araryl, and alkylaryl radicals or R 1 and R 2 can form a linkage in a cyclic amide containing radical wherein R 1 and R 2 taken together are --CH 2 ) n where n=2 to 12, wherein R 3 is a lower alkyl radical or hydrogen; and when p=1, R 1 and R 2 taken together form a linkage in a cyclic amide containing radical selected from a group consisting of --CH 2 ) n' wherein n'=2 or 3 and ##STR23## and R 4 is selected from a group consisting of hydrogen, halogen and alkyl radical containing 1 to 6 carbon atoms; and p' is 0 to 4, X' is selected from a group consisting of substituted or unsubstituted alkoxy, aryloxy, amino or mercapto substituent group or mixtures thereof; reacting a poly(dichlorophosphazene) polymer having the formula --(NPCl 2 ) n' --, wherein n' is from 20 to 50,000, with a mixture consisting of a compound selected from a group consisting of an N-substituted amide and a cyclic imide, and a substituted or unsubstituted alkanol, aryl alcohol, amine, mercaptan or mixture thereof, in the presence of a tertiary amine.
Claim 8
Independent Claim
245 words
A method of preparing polyphosphazene polymers containing units represented by the formulas: ##STR20## wherein X is ##STR21## in which Y is selected from the group consisting of ##STR22## and --SO 2 -- and p=0 to 1; when p=0, R 1 and R 2 are independently selected from a group consisting of substituted or unsubstituted aliphatic, aryl, araryl, and alkylaryl radicals or R 1 and R 2 can form a linkage in a cyclic amide containing radical wherein R 1 and R 2 taken together are --CH 2 ) n where n=2 to 12, wherein R 3 is a lower alkyl radical or hydrogen; and when p=1, R 1 and R 2 taken together form a linkage in a cyclic amide containing radical selected from a group consisting of --CH 2 ) n' wherein n'=2 or 3 and ##STR23## and R 4 is selected from a group consisting of hydrogen, halogen and alkyl radical containing 1 to 6 carbon atoms; and p' is 0 to 4, X' is selected from a group consisting of substituted or unsubstituted alkoxy, aryloxy, amino or mercapto substituent group or mixtures thereof; reacting a poly(dichlorophosphazene) polymer having the formula --(NPCl 2 ) n' --, wherein n' is from 20 to 50,000, with a mixture consisting of a compound selected from a group consisting of an N-substituted amide and a cyclic imide, and a substituted or unsubstituted alkanol, aryl alcohol, amine, mercaptan or mixture thereof, in the presence of a tertiary amine.
Claim 9
Dependent Claim
19 words
The method of claim 6 wherein the N-substituted amide is selected from a group consisting of caprolactam and N-phenylacetamide.
Claim 10
Independent Claim
34 words
The method of calim 6 wherein the mixture consists of an N-substituted amide selected from the group consisting of caprolactam and N-phenylacetamido with a compound selected from the group consisting of trifluoroethanol and 4-chlorophenol.
Claim 11
Independent Claim
34 words
The method of calim 6 wherein the mixture consists of an N-substituted amide selected from the group consisting of caprolactam and N-phenylacetamido with a compound selected from the group consisting of trifluoroethanol and 4-chlorophenol.
Claim 12
Dependent Claim
19 words
The method of claim 6 wherein the cyclic imide is selected from the group consisting of saccharin and phthalimide.
Claim 13
Dependent Claim
11 words
The method of claim 6 wherein the tertiary amine is triethylamine.
References Cited (Backward Citations)
GB568594A
Cited
US3893980A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-08-19 | 1984-02-18 | 1984-08-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-08-19 | 1988-02-18 | 1988-08-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-08-19 | 1992-02-18 | 1992-08-19 | $7700.00 | Window Closed / Lapsed |