US4384107A
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Polyamide comprising substituted biphenylene or substituted stilbene radicals
Assignee: Polaroid Corp
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Filing: 1981-03-02
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Granted: 1983-05-17
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Expires: 2001-03-02
Abstract
Abstract A class of polyamides comprising recurring units having certain substituted-biphenylene or substituted-stilbene radicals is disclosed. The substituted radicals include substituents so as to confer a non-coplanar molecular configuration and a substantially cylindrical distribution of electron density about the long axis of the recurring units and the chain-extended polymers including such radicals. Molecularly oriented polymers of the invention exhibit optically uniaxial properties. The highly birefringent polymers are suited to application in optical filter and other devices where a refractive and birefringent material is desired.
Inventors
- 👤 Howard G. Rogers
- 👤 Russell A. Gaudiana
- 👤 Jeannette S. Manello
- 👤 Ronald A. Sahatjian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 18:38
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/02; C08G69/26; C08G69/32
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
292 words
A molecularly oriented and birefringent polymer in the form of a film or fiber and comprising recurring units of the formula ##STR56## wherein each of A and B is a divalent radical; R and R 1 are each hydrogen, alkyl, aryl, alkaryl or aralkyl; and wherein at least one of said divalent radicals is a divalent radical selected from the group consisting of: ##STR57## where each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, and each p is an integer from 1 to 3, said U and W p substitution being sufficient to provide the aromatic nuclei of said radical with a non-coplanar molecular configuration with respect to each other, and ##STR58## where each of Y and Z is hydrogen or a substituent other than hydrogen and each t is an integer from 1 to 4, with the proviso that when each said Z is hydrogen, at least one said Y substituent is a substituent other than hydrogen positioned on the corresponding nucleus ortho with respect to the ##STR59## moiety of said radical, said Z and Yt substitution being sufficient to provide the aromatic nuclei of said radical with a non-coplanar molecular configuration with respect to each other; and wherein, when only one of said A or B divalent radicals is a divalent radical selected from the group consisting of radicals (1) and (2) as hereinbefore defined, the other of said A or B divalent radicals is a divalent radical selected from the group consisting of a stilbene radical having the formula ##STR60## transvinylene, ethynylene or a polyunsaturated divalent radical of the formula ##STR61## where n is an integer of at least two and each of D and E is hydrogen or alkyl.
Claim 2
Dependent Claim
292 words
A molecularly oriented and birefringent polymer in the form of a film or fiber and comprising recurring units of the formula ##STR56## wherein each of A and B is a divalent radical; R and R 1 are each hydrogen, alkyl, aryl, alkaryl or aralkyl; and wherein at least one of said divalent radicals is a divalent radical selected from the group consisting of: ##STR57## where each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, and each p is an integer from 1 to 3, said U and W p substitution being sufficient to provide the aromatic nuclei of said radical with a non-coplanar molecular configuration with respect to each other, and ##STR58## where each of Y and Z is hydrogen or a substituent other than hydrogen and each t is an integer from 1 to 4, with the proviso that when each said Z is hydrogen, at least one said Y substituent is a substituent other than hydrogen positioned on the corresponding nucleus ortho with respect to the ##STR59## moiety of said radical, said Z and Yt substitution being sufficient to provide the aromatic nuclei of said radical with a non-coplanar molecular configuration with respect to each other; and wherein, when only one of said A or B divalent radicals is a divalent radical selected from the group consisting of radicals (1) and (2) as hereinbefore defined, the other of said A or B divalent radicals is a divalent radical selected from the group consisting of a stilbene radical having the formula ##STR60## transvinylene, ethynylene or a polyunsaturated divalent radical of the formula ##STR61## where n is an integer of at least two and each of D and E is hydrogen or alkyl.
Claim 3
Dependent Claim
69 words
The polymer film or fiber of claim 1 wherein each of said A and B radicals is said divalent radical having the formula ##STR62## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen and each p is an integer from 1 to 3, said U and Wp substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 4
Dependent Claim
23 words
The polymeric film or fiber of claim 2 wherein each said A and B radical is a divalent radical having the formula ##STR63##
Claim 5
Dependent Claim
26 words
The polymeric film or fiber of claim 3 wherein each of said U substituents is selected from the group consisting of halogen, nitro, alkoxy and substituted-alkyl.
Claim 6
Dependent Claim
24 words
The polymeric film or fiber of claim 4 wherein each of R and R 1 is hydrogen and each said U substituent is bromo.
Claim 7
Dependent Claim
15 words
The polymeric film or fiber of claim 4 wherein each said U substituent is nitro.
Claim 8
Dependent Claim
41 words
The polymeric film or fiber of claim 2 wherein each of divalent radicals A and B is a radical having the formula ##STR64## wherein each p is the integer 3, and each U and W is a substituent other than hydrogen.
Claim 9
Dependent Claim
16 words
The polymeric film or fiber of claim 7 wherein each U and W substituent is halogen.
Claim 10
Dependent Claim
17 words
The polymeric film or fiber of claim 8 wherein each said U and W substituent is fluoro.
Claim 11
Dependent Claim
60 words
The polymeric film or fiber of claim 2 wherein said divalent radical A is a radical having the formula ##STR65## wherein each p is the integer 3 and each of U and W is a substituent other than hydrogen; and said divalent radical B is a radical having the formula ##STR66## wherein each U is a substituent other than hydrogen.
Claim 12
Dependent Claim
59 words
The polymeric film or fiber of claim 10 wherein each of R and R 1 is hydrogen; and wherein, in said radical A having the formula ##STR67## , each p is the integer 3 and each of said U and W substituents is fluoro; and wherein, in said radical having the formula ##STR68## each said U substituent is bromo.
Claim 13
Dependent Claim
86 words
The polymeric film or fiber of claim 1 wherein said divalent radical A is a radical having the formula ##STR69## wherein each U is a substituent other than hydrogen, and said divalent radical B is a radical having the formula ##STR70## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, and each p is an integer from 1 to 3, said U and Wp substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 14
Dependent Claim
20 words
The polymeric film or fiber of claim 12 wherein, in said radical A, each of said U substituents is halogen.
Claim 15
Dependent Claim
24 words
The polymeric film or fiber of claim 13 wherein said radical B is a radical having the formula ##STR71## where each W is alkoxy.
Claim 16
Dependent Claim
77 words
The polymeric film or fiber of claim 1 wherein said divalent radical A is the radical having the formula ##STR72## and said divalent radical B is a radical having the formula ##STR73## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, and each p is an integer from 1 to 3, said U and Wp substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 17
Dependent Claim
37 words
The polymeric film or fiber of claim 15 wherein said divalent radical B is a radical having the formula ##STR74## wherein each U is a substituent selected from the group consisting of halogen, nitro, alkoxy and substituted-alkyl.
Claim 18
Dependent Claim
13 words
The polymeric film or fiber of claim 16 wherein each U is halogen.
Claim 19
Dependent Claim
22 words
The polymeric film or fiber of claim 17 wherein each of R and R 1 is hydrogen and each U is bromo.
Claim 20
Dependent Claim
77 words
The polymeric film or fiber of claim 1 wherein said divalent radical A is the radical having the formula ##STR75## and said divalent radical B is a radical having the formula ##STR76## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen and each p is an integer from 1 to 3, said U and Wp substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 21
Dependent Claim
37 words
The polymeric film or fiber of claim 19 wherein said divalent radical B is a radical having the formula ##STR77## wherein each U is a substituent selected from the group consisting of halogen, nitro, alkoxy and substituted-alkyl.
Claim 22
Dependent Claim
13 words
The polymeric film or fiber of claim 20 wherein each U is halogen.
Claim 23
Dependent Claim
20 words
The polymeric film or fiber of claim 21 wherein each of R and R 1 and each U is bromo.
Claim 24
Dependent Claim
101 words
The polymeric film or fiber of claim 1 wherein each of said A and B radicals is a divalent radical having the formula ##STR78## where each of Y and Z is hydrogen or a substituent other than hydrogen and each t is an integer from 1 to 4, with the proviso that when each said Z is hydrogen, at least one said Y substituent is a substituent other than hydrogen positioned on the corresponding nucleus ortho with respect to the ##STR79## moiety of said radical, said Z and Yt substitution being sufficient to provide said radical with a nonplanar molecular configuration.
Claim 25
Dependent Claim
55 words
The polymeric film or fiber of claim 23 wherein, in each of said radicals A and B, each said Z is hydrogen, each said t is the integer one and each corresponding Y substituent is a substituent other than hydrogen positioned on the corresponding nucleus ortho with respect to the ##STR80## moiety of the radical.
Claim 26
Dependent Claim
24 words
The polymeric film or fiber of claim 24 wherein each said Y substituent is selected from the group consisting of halogen, nitro and alkoxy.
Claim 27
Dependent Claim
40 words
The polymeric film or fiber of claim 23 wherein, in each of said radicals A and B, each Y is hydrogen, each t is the integer four, one said Z is hydrogen and the remaining said Z substituent is halogen.
Claim 28
Dependent Claim
13 words
The polymeric film or fiber of claim 26 wherein said halogen is bromo.
Claim 29
Dependent Claim
155 words
The polymeric film or fiber of claim 26 wherein said divalent radical A is a radical having the formula ##STR81## where each of Y and Z is hydrogen or a substitutent other than hydrogen and each t is an integer from 1 to 4, with the proviso that when each said Z is hydrogen, at least one said Y substituent is a substituent other than hydrogen positioned on the corresponding nucleus ortho with respect to the ##STR82## moiety of said radical, said Z and Yt substitution being sufficient to provide said radical with a nonplanar molecular configuration; and wherein said divalent radical B is a radical having the formula ##STR83## where each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, and each p is an integer from 1 to 3, said U and Wp substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 30
Dependent Claim
37 words
The polymeric film or fiber of claim 28 wherein, in said radical A, each said t is the integer four, each corresponding Y is hydrogen, one said Z is hydrogen and the remaining said Z is halogen.
Claim 31
Dependent Claim
13 words
The polymeric film or fiber of claim 29 wherein said halogen is bromo.
Claim 32
Dependent Claim
35 words
The polymeric film or fiber of claim 30 wherein said radical B is a radical having the formula ##STR84## wherein each U is a substituent selected from the group consisting of halogen, nitro and alkoxy.
Claim 33
Dependent Claim
13 words
The polymeric film or fiber of claim 31 wherein each U is halogen.
Claim 34
Dependent Claim
23 words
The polymeric film or fiber of claim 32 wherein each of R and R 1 is hydrogen; and wherein each halogen is bromo.
Claim 35
Dependent Claim
21 words
The molecularly oriented birefringent polymeric film or fiber of claim 1 in the form of a unidirectionally stretched film or fiber.
Claim 36
Dependent Claim
35 words
The polymeric film or fiber of claim 19 wherein each of R and R 1 is hydrogen and said divalent radical A is the radical ##STR85## and said divalent radical B is the radical ##STR86##
Claim 37
Dependent Claim
32 words
The polymer of claim 12 wherein each of R and R 1 is hydrogen and said divalent radical A is the radical ##STR87## and said divalent radical B is the radical ##STR88##
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-05-16 | 1986-11-15 | 1987-05-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-05-16 | 1990-11-15 | 1991-05-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-05-16 | 1994-11-15 | 1995-05-17 | $7700.00 | Window Closed / Lapsed |