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US3625919A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of diazotized vinylphenol polymers having phototropic properties

Assignee: Individual
•
Filing: 1968-02-08
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Granted: 1971-12-07
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Expires: 1988-02-08
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Abstract

Abstract Polymers having optical specificity which have a saturated hydrocarbon polymer chain and pendant phenol groups which are the coupled reaction products of phenol and a diazonium salt. These polymers may be prepared by coupling a diazonium salt with vinylphenol and then copolymerizing with at least one vinyl compound. Alternatively, a homopolymer formed from the vinylphenol monomer or a copolymer formed from the vinylphenol monomer with another vinyl monomer are reacted with a diazonium salt to couple said salt with the phenol groups.

Inventors

  • 👤 Hiroyoshi Kamogawa
  • 👤 Masao Kato

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 12:23
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/72; G03C1/73; G03C1/733; C; C08; C08F; C08F26/00; C08F8/00; C08F8/30; Y; Y10; Y10S; Y10S430/00; Y10S430/163

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 82 words
A process for the preparation of a polymer having optical specificity which comprises the steps of polymerizing vinylphenol in the presence of a radical polymerization initiator, dissolving the polymer so produced in an alkali solution, and adding at least one diazonium salt solution to the resulting solution to couple with the vinylphenol groups to form a polymer having optical specificity, said vinylphenol is selected from o-vinylphenol or m-vinylphenol, and said polymerization initiator being selected from the group consisting of azobis-isobutyronitrile and phenylazo-triphenylmethane.
Claim 2
Dependent Claim 98 words
A process for the preparation of a polymer having optical specificity which comprises the steps of copolymerizing vinylphenol with at least one vinyl monomer capable of copolymerizing with said vinylphenol in the presence of a radical polymerization initiator, dissolving the polymer so produced in an alkali solution, and adding at least one diazonium salt solution to the resulting solution to couple with the vinylphenol groups to form a polymer having optical specificity, said diazonium salt solution being selected from aniline derivatIves and naphthylamine derivatives, and said polymerization initiator being selected from the group consisting of azobis-isobutyronitrile and phenylazo-triphenylmethane.
Claim 3
Dependent Claim 116 words
A process for the preparation of a polymer having optical specificity which comprises the steps of dissolving vinylphenol in strong alkali solution, adding a diazonium salt solution dropwise thereto to form the monomeric coupled reaction product of said diazonium salt with said vinylphenol, recovering the thus produced monomer from said combined solution, and copolymerizing said monomer with at least one vinyl compound in the presence of a radical polymerization initiator to form a copolymer having optical specificity, said diazonium salt in said diazonium solution being selected from aniline derivatives or naphthylamine derivatives, and said diazonium salt being a diazonium salt of o-toluidine, m-toluidine, p-toluidine, 3,5-dimethylaniline, 3,4,5-trimethylaniline o-chloroaniline, m-chloroaniline, p-chloroaniline, 3,5-dichloroaniline, 3,4,5-trichloroaniline, Alpha -naphthylamine, and Beta -naphthylamine.
Claim 4
Dependent Claim 92 words
A process for the preparation of a polymer having optical specificity which comprises the steps of polymerizing vinylphenol in the presence of a radical polymerization initiator, dissolving the polymer so produced in an alkali solution, and adding at least one diazonium salt solution to the resulting solution to couple with the vinylphenol groups to form a polymer having optical specificity, said vinylphenol being selected from o-vinylphenol or m-vinylphenol, and said diazonium salt being a diazonium salt of o-toluidine, m-toluidine, p-toluidine, 3,5-dimethylaniline, 3,4,5-trimethylaniline, o-chloroaniline, m-chloroaniline, p-chloroaniline, 3,5-dichloroaniline, 3,4,5-trichloroaniline, Alpha -naphthylamine, and Beta -naphthylamine.
Claim 5
Dependent Claim 108 words
A process for the preparation of a polymer having optical specificity which comprises the steps of copolymerizing vinylphenol with at least one vinyl monomer capable of copolymerizing with said vinylphenol in the presence of a radical polymerization initiator, dissolving the polymer so produced in an alkali solution, And adding at least one diazonium salt solution to the resulting solution to couple with the vinylphenol groups to form a polymer having optical specificity, said diazonium salt solution is selected from aniline derivatives and naphthylamine derivatives, and said diazonium salt is a diazonium salt of o-toluidine, m-toluidine, p-toluidine, 3,5-dimethylaniline, 3,4,5-trimethylaniline, o-chloroaniline, m-chloroaniline, p-chloroaniline, 3,5-dichloroaniline, 3,4,5-trichloroaniline, Alpha -naphtylamine, and Beta -naphthylamine.
Claim 6
Dependent Claim 65 words
A phototropic polymer consisting essentially of a saturated hydrocarbon polymer chain having pendant phenol groups which are the coupled reaction products of phenol and at least one diazonium salt selected from the group consisting of the diazonium salts of o-toluidine, m-toluidine, p-toluidine, 3,5-dimethylaniline, 3,4,5-trimethylaniline, o-chloroaniline, m-chloroaniline, p-chloroaniline, 3,5-dichloroaniline, 3,4,5-trichloroaniline, Alpha -naphthylamine, and Beta -naphthylamine, and said saturated hydrocarbon polymer chain being a polymer of vinylphenol.
Claim 7
Dependent Claim 64 words
A phototropic polymer consisting essentially of a saturated hydrocarbon polymer chain having pendant phenol groups which are the coupled reaction products of phenol and at least one diazonium salt selected from the group consisting of the diazonium salts of o-toluidine, m-toluidine, p-toluidine, 3,5-dimethylaniline, 3,4,5-trimethylaniline, o-chloroaniline, m-chloroaniline, p-chloroaniline, 3,5-dichloroaniline, 3,4,5-trichloroaniline, Alpha -naphthylamine, and Beta -naphthylamine, and said saturated hydrocarbon chain being the homopolymer of vinylphenol.
Claim 8
Dependent Claim 104 words
A phototropic polymer consisting essentially of a saturated hydrocarbon polymer chain having pendant phenol groups which are the coupled reaction products of phenol and at least one diazonium salt selected from the group consisting of the diazonium salts of o-toluidine, m-toluidine, p-toluidine, 3,5-dimethylaniline, 3,4,5-trimethylaniline, o-chloroaniline, m-chloroaniline, p-chloroaniline, 3,5-dichloroaniline, 3,4,5-trichloroaniline, Alpha -naphthylamine, and Beta -naphthylamine, and said saturated hydrocarbon polymer chain being the copolymer of vinylphenol with at least one vinyl monomer selected from the group consisting of methyl acrylate, ethyl acrylate, tert-butyl acrylate, methyl methacrylate, vinyl acetate, acrylonitrile, vinyl chloride, styrene, ethyl vinyl ether, methyl vinyl ether, ethyl vinyl ether and butyl vinyl ether.

References Cited (Backward Citations)

US2274551A Cited
US2415382A Cited
US2455169A Cited
US2694693A Cited
US2911387A Cited
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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) 1974-12-06 1975-06-07 1975-12-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1978-12-06 1979-06-07 1979-12-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1982-12-06 1983-06-07 1983-12-07 $7700.00 Window Closed / Lapsed

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