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US4452878A
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Quaternary nitrogen-containing polymers and articles including same
Assignee: Polaroid Corp
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Filing: 1983-05-09
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Granted: 1984-06-05
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Expires: 2003-05-09
Abstract
Abstract A class of quaternary nitrogen-containing polymeric materials, which upon contact with alkali provide substantial light-absorbing or opacifying properties, is disclosed. The polymeric materials comprise repeating units of the formula: ##STR1## wherein the cyclic quaternary nitrogen-containing moiety is a 2-, 3-, or 4-pyridinium moiety; R 1 and R 2 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl, halo, or R 1 and R 2 together comprise the atoms necessary to complete a six-membered, substituted or unsubstituted benzenoid ring; R 3 is hydrogen or alkyl; X is an anion; and Y is hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl or halo.
Inventors
- 👤 Louis Locatell, Jr.
- 👤 Charles M. Zepp
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 05:01
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/42; G03C8/44; G03C8/48; Y; Y10; Y10S; Y10S525/00; Y10S525/916; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31786; Y10T428/31797; Y10T428/31855; Y10T428/31935
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
83 words
A quaternary nitrogen-containing polymer comprising repeating units of the formula: ##STR16## wherein the cyclic quaternary nitrogen-containing moiety is a 2-, 3-, or 4-pyridinium moiety; R 1 and R 2 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl, halo, or R 1 and R 2 together comprise the atoms necessary to complete a six-membered, substituted or unsubstituted benzenoid ring; R 3 is hydrogen or alkyl; X is an anion; and Y is hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl or halo.
Claim 2
Dependent Claim
83 words
A quaternary nitrogen-containing polymer comprising repeating units of the formula: ##STR16## wherein the cyclic quaternary nitrogen-containing moiety is a 2-, 3-, or 4-pyridinium moiety; R 1 and R 2 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl, halo, or R 1 and R 2 together comprise the atoms necessary to complete a six-membered, substituted or unsubstituted benzenoid ring; R 3 is hydrogen or alkyl; X is an anion; and Y is hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl or halo.
Claim 3
Dependent Claim
22 words
The quaternary nitrogen-containing polymer of claim 1 wherein each of R 1 , R 2 , R 3 and Y is hydrogen.
Claim 4
Dependent Claim
17 words
The quaternary nitrogen-containing polymer of claim 2 wherein said cyclic quaternary nitrogen-containing moiety is a 4-pyridinium moiety.
Claim 5
Dependent Claim
15 words
The quaternary nitrogen-containing polymer of claim 3 wherein the X.sup.⊖ anion is a halide ion.
Claim 6
Dependent Claim
71 words
The quaternary nitrogen-containing polymer of claim 1 comprising repeating units of the formula ##STR17## wherein R 4 is alkyl or substituted alkyl; An.sup.⊖ represents an anion; and a, b and c represent molar percentages of the respective repeating units where a is in the range of from about 25 to about 50, b is in the range of from about 5 to about 75 and c is the balance to 100.
Claim 7
Dependent Claim
25 words
The quaternary nitrogen-containing polymer of claim 5 wherein a represents about 33 mole percent, b represents about 15 mole percent and c represents about 52%.
Claim 8
Dependent Claim
115 words
A transparent article comprising a transparent support having on one side thereof a transparent layer of a quaternary nitrogen-containing polymer adapted upon contact with alkali to conversion to a substantially opaque layer, said quaternary nitrogen-containing polymer comprising repeating units of the formula ##STR18## wherein the cyclic quaternary nitrogen-containing moiety is a 2-, 3-, or 4-pyridinium moiety; R 1 and R 2 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl, halo, or R 1 and R 2 together comprise the atoms necessary to complete a six-membered, substituted or unsubstituted benzenoid ring; X is an anion; R 3 is hydrogen or alkyl; and Y is hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl or halo.
Claim 9
Dependent Claim
115 words
A transparent article comprising a transparent support having on one side thereof a transparent layer of a quaternary nitrogen-containing polymer adapted upon contact with alkali to conversion to a substantially opaque layer, said quaternary nitrogen-containing polymer comprising repeating units of the formula ##STR18## wherein the cyclic quaternary nitrogen-containing moiety is a 2-, 3-, or 4-pyridinium moiety; R 1 and R 2 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl, halo, or R 1 and R 2 together comprise the atoms necessary to complete a six-membered, substituted or unsubstituted benzenoid ring; X is an anion; R 3 is hydrogen or alkyl; and Y is hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl or halo.
Claim 10
Dependent Claim
25 words
The article of claim 7 wherein each of R 1 , R 2 , R 3 and Y in said quaternary nitrogen-containing polymer is hydrogen.
Claim 11
Dependent Claim
15 words
The article of claim 8 wherein said cyclic quaternary nitrogen-containing moiety is a 4-pyridinium moiety.
Claim 12
Dependent Claim
12 words
The article of claim 9 the X.sup.⊖ anion is a halide ion.
Claim 13
Dependent Claim
74 words
The article of claim 1 wherein the quaternary nitrogen-containing polymer comprises repeating units of the formula ##STR19## wherein R 4 is alkyl or substituted alkyl; An.sup.⊖ represents an anion; and a, b and c represent molar percentages of the respective repeating units where a is in the range of from about 25 to about 50, b is in the range of from about 5 to about 75 and c is the balance to 100.
Claim 14
Dependent Claim
25 words
The article of claim 11 wherein a represents about 33 mole percent, b represents about 15 mole percent and c represents about 52 mole percent.
Claim 15
Dependent Claim
14 words
The article of claim 8 wherein said transparent support is a polyethylene terephthalate support.
Claim 16
Dependent Claim
27 words
The article of claim 8 wherein, on the side of said support opposed to said layer of quaternary nitrogen-containing polymer, is present a layer of polymeric acid.
Claim 17
Dependent Claim
132 words
A photosensitive article comprising a transparent support having on one side thereof a transparent layer of a quaternary nitrogen-containing polymer adapted upon contact with alkali to conversion to a substantially opaque layer, and on the opposed side thereof a photosensitive photographic emulsion system comprising at least one photosensitive layer, said quaternary nitrogen-containing polymer comprising repeating units of the formula ##STR20## wherein the cyclic quaternary nitrogen-containing moiety is a 2-, 3-, or 4-pyridinium moiety; R 1 and R 2 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl, halo, or R 1 and R 2 together comprise the atoms necessary to complete a six-membered, substituted or unsubstituted benzenoid ring; X is an anion; R 3 is hydrogen or alkyl; and Y is hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl or halo.
Claim 18
Dependent Claim
132 words
A photosensitive article comprising a transparent support having on one side thereof a transparent layer of a quaternary nitrogen-containing polymer adapted upon contact with alkali to conversion to a substantially opaque layer, and on the opposed side thereof a photosensitive photographic emulsion system comprising at least one photosensitive layer, said quaternary nitrogen-containing polymer comprising repeating units of the formula ##STR20## wherein the cyclic quaternary nitrogen-containing moiety is a 2-, 3-, or 4-pyridinium moiety; R 1 and R 2 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl, halo, or R 1 and R 2 together comprise the atoms necessary to complete a six-membered, substituted or unsubstituted benzenoid ring; X is an anion; R 3 is hydrogen or alkyl; and Y is hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, aralkyl, alkaryl or halo.
Claim 19
Dependent Claim
26 words
The photosensitive article of claim 15 wherein each of R 1 , R 2 , R 3 and Y in said quaternary nitrogen-containing polymer is hydrogen.
Claim 20
Dependent Claim
16 words
The photosensitive article of claim 16 wherein said cyclic quaternary nitrogen-containing moiety is a 4-pyridinium moiety.
Claim 21
Dependent Claim
14 words
The photosensitive article of claim 17 wherein the X.sup.⊖ anion is a halide ion.
Claim 22
Dependent Claim
69 words
The photosensitive article of claim 15 comprising repeating units of the formula ##STR21## wherein R 4 is alkyl or substituted alkyl; An.sup.⊖ represents an anion; and a, b and c represent molar percentages of the respective repeating units where a is the range of from about 25 to about 50, b is in the range of from about 5 to about 75 and c is the balance to 100.
Claim 23
Dependent Claim
26 words
The photosensitive article of claim 19 wherein a represents about 33 mole percent, b represents about 15 mole percent and c represents about 52 mole percent.
Claim 24
Dependent Claim
15 words
The photosensitive article of claim 15 wherein said transparent support is a polyethylene terephthalate support.
Claim 25
Dependent Claim
53 words
The photosensitive article of claim 15 wherein said photosensitive system comprises a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer, each said emulsion layer being in association, respectively, with a yellow dye developer, a magenta dye developer layer and a cyan dye developer.
Claim 26
Dependent Claim
24 words
The photosensitive article of claim 22 including on the side of said support opposed from said layer of quaternary nitrogen-containing polymer, an image-receiving layer.
Claim 27
Dependent Claim
37 words
The photosensitive article of claim 23 including, on the side of said support opposed from said layer of quaternary nitrogen-containing polymer, a reflective layer adapted to the viewing thereagainst of a photographic image in said image-receiving layer.
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) | 1987-06-05 | 1987-12-05 | 1988-06-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-06-05 | 1991-12-05 | 1992-06-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-06-05 | 1995-12-05 | 1996-06-05 | $7700.00 | Window Closed / Lapsed |