US4393194A
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Substituted-quaterphenylene polyamide
Assignee: Polaroid Corp
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Filing: 1981-03-02
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Granted: 1983-07-12
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Expires: 2001-03-02
Abstract
Abstract A class of polyamides comprising recurring units having substituted-quaterphenylene radicals is disclosed. The polymers comprise recurring units of the formula ##STR1## wherein each of A and B is a divalent radical, except that B can represent a single bond; R and R 1 are each hydrogen, alkyl, aryl, alkaryl or aralkyl; and c is zero or one; and wherein, when c is one, at least one of A and B is a substituted-quaterphenylene radical having the formula ##STR2## where each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, the U, W p and X r substitution being sufficient to provide the radical with a non-coplanar molecular configuration; and wherein, when c is zero, A is a substituted-quaterphenylene radical as aforedescribed. The polyamide materials exhibit solubility in select solvents including those of the non-amide type and are characterized by high electron density substantially cylindrically distributed about the long axis thereof. The molecularly oriented polymers are optically uniaxial and are suited to application in optical filter and other devices where a highly refractive and birefringent polymeric material is desired.
Inventors
- 👤 Russell A. Gaudiana
- 👤 Palaiyur S. Kalyanaraman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 15:02
CPC Classifications
C; C07; C07C; C07C205/00; C07C205/07; C07C205/11; C08; C08G; C08G69/00; C08G69/02; C08G69/26
Claims Analysis
Total Claims: 59
Claim 1
Independent Claim
164 words
A rigid rod-like film- or fiber-forming polymer comprising recurring units of the formula ##STR39## wherein A is a divalent radical and B is a divalent radical or B represents a single bond; R and R 1 are each hydrogen, alkyl, aryl, alkaryl or aralkyl; and c is zero or one; and wherein, when c is one, at least one of A and B is a divalent substituted-quaterphenylene radical having the formula: ##STR40## where each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r 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 c is zero, A is a divalent substituted-quaterphenylene radical having the aforesaid formula.
Claim 2
Dependent Claim
164 words
A rigid rod-like film- or fiber-forming polymer comprising recurring units of the formula ##STR39## wherein A is a divalent radical and B is a divalent radical or B represents a single bond; R and R 1 are each hydrogen, alkyl, aryl, alkaryl or aralkyl; and c is zero or one; and wherein, when c is one, at least one of A and B is a divalent substituted-quaterphenylene radical having the formula: ##STR40## where each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r 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 c is zero, A is a divalent substituted-quaterphenylene radical having the aforesaid formula.
Claim 3
Dependent Claim
12 words
The polymer of claim 1 wherein said c is the integer one.
Claim 4
Dependent Claim
90 words
The polymer of claim 2 wherein each of said A and B radicals is a divalent substituted-quaterphenylene radical having the formula ##STR41## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide each said radical with a non-coplanar molecular configuration.
Claim 5
Dependent Claim
33 words
The polymer of claim 3 wherein each said A and B radical is a divalent substituted-quaterphenylene radical having the formula ##STR42## wherein each of U and X is a substituent other than hydrogen.
Claim 6
Dependent Claim
25 words
The polymer of claim 4 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 7
Dependent Claim
14 words
The polymer of claim 5 wherein each said U and X substituent is trifluoromethyl.
Claim 8
Dependent Claim
85 words
The polymer of claim 2 wherein said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR43## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 9
Dependent Claim
30 words
The polymer of claim 7 wherein said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR44## wherein each of U and X is a substituent other than hydrogen.
Claim 10
Dependent Claim
25 words
The polymer of claim 8 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 11
Dependent Claim
14 words
The polymer of claim 9 wherein each said U and X substituent is trifluoromethyl.
Claim 12
Dependent Claim
85 words
The polymer of claim 2 wherein said divalent radical B is substituted-quaterphenylene radical having the formula ##STR45## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is a hydrogen or a substituent other than hydrogen, and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 13
Dependent Claim
30 words
The polymer of claim 11 wherein said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR46## wherein each of U and X is a substituent other than hydrogen.
Claim 14
Dependent Claim
25 words
The polymer of claim 12 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 15
Dependent Claim
14 words
The polymer of claim 13 wherein each said U and X substituent is trifluoromethyl.
Claim 16
Dependent Claim
94 words
The polymer of claim 2 wherein said B represents a single bond and said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR47## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said divalent radical A with a non-coplanar molecular configuration.
Claim 17
Dependent Claim
30 words
The polymer of claim 15 wherein said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR48## wherein each of U and X is a substituent other than hydrogen.
Claim 18
Dependent Claim
25 words
The polymer of claim 16 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 19
Dependent Claim
13 words
The polymer of claim 17 wherein each said U and X is trifluoromethyl.
Claim 20
Dependent Claim
97 words
The polymer of claim 2 wherein said divalent radical A is the radical having the formula ##STR49## and said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR50## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 21
Dependent Claim
38 words
The polymer of claim 19 wherein said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR51## wherein each of U and X is a substituent selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 22
Dependent Claim
15 words
The polymer of claim 20 wherein each of said U and X substituents is trifluoromethyl.
Claim 23
Dependent Claim
97 words
The polymer of claim 2 wherein said divalent radical A is the radical having the formula ##STR52## and said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR53## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 24
Dependent Claim
38 words
The polymer of claim 22 wherein said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR54## wherein each of U and X is a substituent selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 25
Dependent Claim
15 words
The polymer of claim 23 wherein each of said U and X substituents is trifluoromethyl.
Claim 26
Dependent Claim
98 words
The polymer of claim 1 wherein c is zero and said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR55## where each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide the aromatic nuclei of said radical with a non-coplanar molecular configuration with respect to each other.
Claim 27
Dependent Claim
30 words
The polymer of claim 25 wherein said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR56## wherein each of U and X is a substituent other than hydrogen.
Claim 28
Dependent Claim
25 words
The polymer of claim 26 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 29
Dependent Claim
13 words
The polymer of claim 27 wherein each U and X substituent is trifluoromethyl.
Claim 30
Dependent Claim
174 words
A molecularly oriented and birefringent rigid rod-like polymer in the form of a film or fiber and comprising recurring units of the formula ##STR57## wherein A is a divalent radical and B is a divalent radical or B represents a single bond; R and R 1 are each hydrogen, alkyl, aryl, alkaryl or aralkyl; and c is zero or one; and wherein, when c is one, at least one of A and B is a divalent substituted-quaterphenylene radical having the formula: ##STR58## wherein each Y is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r 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 c is zero, A is a divalent substituted-quaterphenylene radical having the aforesaid formula.
Claim 31
Dependent Claim
174 words
A molecularly oriented and birefringent rigid rod-like polymer in the form of a film or fiber and comprising recurring units of the formula ##STR57## wherein A is a divalent radical and B is a divalent radical or B represents a single bond; R and R 1 are each hydrogen, alkyl, aryl, alkaryl or aralkyl; and c is zero or one; and wherein, when c is one, at least one of A and B is a divalent substituted-quaterphenylene radical having the formula: ##STR58## wherein each Y is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r 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 c is zero, A is a divalent substituted-quaterphenylene radical having the aforesaid formula.
Claim 32
Dependent Claim
12 words
The polymer of claim 29 wherein said c is the integer one.
Claim 33
Dependent Claim
90 words
The polymer of claim 30 wherein each of said A and B radical is a divalent substituted-quaterphenylene radical having the formula ##STR59## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide each said radical with a non-coplanar molecular configuration.
Claim 34
Dependent Claim
33 words
The polymer of claim 31 wherein each said A and B radical is a divalent substituted-quaterphenylene radical having the formula ##STR60## wherein each of U and X is a substituent other than hydrogen.
Claim 35
Dependent Claim
25 words
The polymer of claim 32 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 36
Dependent Claim
14 words
The polymer of claim 33 wherein each said U and X substituent is trifluoromethyl.
Claim 37
Dependent Claim
86 words
The polymer of claim 30 wherein said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR61## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p , and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 38
Dependent Claim
30 words
The polymer of claim 35 wherein said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR62## wherein each of U and X is a substituent other than hydrogen.
Claim 39
Dependent Claim
25 words
The polymer of claim 36 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 40
Dependent Claim
14 words
The polymer of claim 37 wherein each said U and X substituent is trifluoromethyl.
Claim 41
Dependent Claim
85 words
The polymer of claim 30 wherein said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR63## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 42
Dependent Claim
30 words
The polymer of claim 39 wherein said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR64## wherein each of U and X is a substituent other than hydrogen.
Claim 43
Dependent Claim
25 words
The polymer of claim 40 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 44
Dependent Claim
14 words
The polymer of claim 41 wherein each said U and X substituent is trifluoromethyl.
Claim 45
Dependent Claim
94 words
The polymer of claim 30 wherein said B represents a single bond and said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR65## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said divalent radical A with a non-coplanar molecular configuration.
Claim 46
Dependent Claim
30 words
The polymer of claim 43 wherein said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR66## wherein each of U and X is a substituent other than hydrogen.
Claim 47
Dependent Claim
25 words
The polymer of claim 44 wherein each of said U and X substituents is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 48
Dependent Claim
13 words
The polymer of claim 45 wherein each said U and X in trifluoromethyl.
Claim 49
Dependent Claim
97 words
The polymer of claim 30 wherein said divalent radical A is the radical having the formula ##STR67## and said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR68## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 50
Dependent Claim
38 words
The polymer of claim 47 wherein said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR69## wherein each of U and X is a substituent selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 51
Dependent Claim
15 words
The polymer of claim 48 wherein each of said U and X substituents is trifluoromethyl.
Claim 52
Dependent Claim
97 words
The polymer of claim 30 wherein said divalent radical A is the radical having the formula ##STR70## and said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR71## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 53
Dependent Claim
38 words
The polymer of claim 50 wherein said divalent radical B is a substituted-quaterphenylene radical having the formula ##STR72## wherein each of U and X is a substitutent selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 54
Dependent Claim
15 words
The polymer of claim 51 wherein each of said U and X substituents is trifluoromethyl.
Claim 55
Dependent Claim
89 words
The polymer of claim 29 wherein c is zero and said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR73## wherein each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, said U, W p and X r substitution being sufficient to provide said radical with a non-coplanar molecular configuration.
Claim 56
Dependent Claim
30 words
The polymer of claim 53 wherein said divalent radical A is a substituted-quaterphenylene radical having the formula ##STR74## wherein each of U and X is a substituent other than hydrogen.
Claim 57
Dependent Claim
25 words
The polymer of claim 54 wherein each of said U and X substituent is selected from the group consisting of halogen, nitro, alkoxy and trifluoromethyl.
Claim 58
Dependent Claim
13 words
The polymer of claim 55 wherein each U and X substituent is trifluoromethyl.
Claim 59
Dependent Claim
15 words
The polymer of claim 29 in the form of a unidirectionally stretched film or fiber.
References Cited (Backward Citations)
US4288588A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-07-11 | 1987-01-10 | 1987-07-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-07-11 | 1991-01-10 | 1991-07-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-07-11 | 1995-01-10 | 1995-07-12 | $7700.00 | Window Closed / Lapsed |