US4178430A
Expired / Lapsed
US
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Polymeric Schiff's bases containing acetylene terminal groups
Assignee: Raytheon Co
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Filing: 1978-11-20
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Granted: 1979-12-11
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Expires: 1998-11-20
Abstract
Abstract Acetylene-substituted Schiff's bases are prepared by the reaction of either acetylene-substituted amines and dicarboxaldehydes or acetylene-substituted aldehydes and diamines. These compounds are polymerizable and in some examples they yield conjugated polymers useful in the fabrication of conductors and semiconductors.
Inventors
- 👤 Norman Bilow
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 20:58
CPC Classifications
C; C08; C08F; C08F138/00; C08G; C08G12/00; C08G12/02; C08G12/04; C08G12/06; C08G12/08; Y; Y10; Y10S; Y10S505/00; Y10S505/80; Y10S505/81; Y10S505/811
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
156 words
A polymerizable acetylene terminated Schiff's base oligomer whose formula is HC.tbd.C--Ar--R--AR--C.tbd.CH where R may be --N═CH--Ar'--CH═N-- or --CH═N--Ar'--N═CH--, Ar is phenylene, biphenylene, naphthylene, anthracene, phenanthrene, pyrene, alkyl and aryl substituted phenylene, alkyl or aryl substituted naphthylene, heterocyclic analogues of the above and wherein one or more of the aromatic carbon atoms is replaced by nitrogen, heterocyclic analogues of the above wherein one or more of the aromatic carbon atoms is replaced by sulfur or a moiety whose structure is ##STR9## where X is O, S, CH 2 , --CH 2 , -- n , --CO--, --CF 2 -- n , >C(CH 3 ) 2 , --SO 2 -- or phenylene and Ar' is phenylene, diphenylene, terphenylene, naphthalene, anthracene, phenanthrene or a compound whose structure is φ--X'--φ wherein φ is phenylene and X' is O, S, CH 2 , --CH 2 -- n ,--CO--, --CF 2 -- n , >C(CH 3 ) 2 or --SO 2 --.
Claim 2
Dependent Claim
156 words
A polymerizable acetylene terminated Schiff's base oligomer whose formula is HC.tbd.C--Ar--R--AR--C.tbd.CH where R may be --N═CH--Ar'--CH═N-- or --CH═N--Ar'--N═CH--, Ar is phenylene, biphenylene, naphthylene, anthracene, phenanthrene, pyrene, alkyl and aryl substituted phenylene, alkyl or aryl substituted naphthylene, heterocyclic analogues of the above and wherein one or more of the aromatic carbon atoms is replaced by nitrogen, heterocyclic analogues of the above wherein one or more of the aromatic carbon atoms is replaced by sulfur or a moiety whose structure is ##STR9## where X is O, S, CH 2 , --CH 2 , -- n , --CO--, --CF 2 -- n , >C(CH 3 ) 2 , --SO 2 -- or phenylene and Ar' is phenylene, diphenylene, terphenylene, naphthalene, anthracene, phenanthrene or a compound whose structure is φ--X'--φ wherein φ is phenylene and X' is O, S, CH 2 , --CH 2 -- n ,--CO--, --CF 2 -- n , >C(CH 3 ) 2 or --SO 2 --.
Claim 3
Dependent Claim
15 words
The polymerizable Schiff's base of claim 1 wherein the formula of said base is HC.tbd.C--Ar--N═CH--Ar--CH═N--Ar--C.tbd.CH.
Claim 4
Dependent Claim
12 words
The Schiff's base of claim 2 wherein Ar and Ar' are phenylene.
Claim 5
Dependent Claim
14 words
The Schiff's base of claim 3 wherein the structure of said oligomer is ##STR10##
Claim 6
Dependent Claim
18 words
A fully conjugated polymeric resin whose structural formula is ##STR11## where n may be from 2 to more.
Claim 7
Dependent Claim
18 words
A fully conjugated polymeric resin whose structural formula is ##STR11## where n may be from 2 to more.
Claim 8
Dependent Claim
49 words
A polymeric resin whose structural formula is: ##STR12## where R may be --N═CH--Ar'--CH═N-- or --CH═N--Ar'--N═CH-- wherein Ar may be phenylene, biphenylene, napththylene, anthracene, phenanthrene, pyrene, alkyl and aryl substituted phenylene, alkyl or aryl substituted naphthylene, heterocyclic analogues and Ar' may be phenylene, diphenylene, terphenylene, naphthalene, anthracene, or phenanthrene moieties.
Claim 9
Dependent Claim
49 words
A polymeric resin whose structural formula is: ##STR12## where R may be --N═CH--Ar'--CH═N-- or --CH═N--Ar'--N═CH-- wherein Ar may be phenylene, biphenylene, napththylene, anthracene, phenanthrene, pyrene, alkyl and aryl substituted phenylene, alkyl or aryl substituted naphthylene, heterocyclic analogues and Ar' may be phenylene, diphenylene, terphenylene, naphthalene, anthracene, or phenanthrene moieties.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-10 | 1983-06-11 | 1983-12-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-10 | 1987-06-11 | 1987-12-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-10 | 1991-06-11 | 1991-12-11 | $7700.00 | Window Closed / Lapsed |