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US3990958A Expired / Lapsed US ⏱️ 0.0 years remaining

Radiation polymerization of triallylamines using a non-polar, non-hydroxylic solvent

Assignee: Commonwealth Scientific and Industrial Research Organisation
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Filing: 1973-12-10
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Granted: 1976-11-09
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Expires: 1993-12-10
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Abstract

Abstract A method of polymerizing a composition comprising a mixture of monomers said monomer mixture containing from 3 to 100% of amines containing two or more allyl groups which method comprises irradiating a solution of a hydrofluoride, hydrochloride or sulphate salt of said amine in a non polar and non hydroxylic solvent with electromagnetic radiation having a wavelength greater than 180 nanometers and preferably less than 800 nano meters preferably in the presence of a radiation sensitizer at a temperature in the range from -80 DEG to +120 DEG C preferably 10 DEG C to 90 DEG C and isolating the polymer so formed.

Inventors

  • 👤 Wolfgang Hermann Fritz Sasse

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 05:49
CPC Classifications
C; C08; C08F; C08F26/00; C08F26/02

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 99 words
In the process of polymerising a composition comprising a mixture of monomers said monomer mixture containing from 3 to 100% of amines chosen from the group consisting of triallylamine, diallylamine, 1,4-bis(N,N-diallylaminomethyl) benzene, 1,3,5-tris-(N,N-diallylamino-methyl) benzene, N-(4-N,N-dimethylbenzyl)diallylamine, N-(4-N,N-diallylaminomethylbenzyl) diallylamine, N-(4-N,N-dipropylaminomethylbenzyl) diallylamine, N-(4-N,N-diisopropylaminomethylbenzyl) diallylamine, alkyldiallylamines and N,N,N',N' -tetraallylalkanediamines, which method comprises irradiating a solution of a hydrofluoride, hydrochloride or sulphate salt of said amine with electromagnetic radiation and isolating the polymer so formed, the improvement comprising using radiation having a wavelength greater than 180 nanometers at a temperature in the range from -80° to 120°C and using a non-polar and non-hydroxylic solvent.
Claim 2
Dependent Claim 99 words
In the process of polymerising a composition comprising a mixture of monomers said monomer mixture containing from 3 to 100% of amines chosen from the group consisting of triallylamine, diallylamine, 1,4-bis(N,N-diallylaminomethyl) benzene, 1,3,5-tris-(N,N-diallylamino-methyl) benzene, N-(4-N,N-dimethylbenzyl)diallylamine, N-(4-N,N-diallylaminomethylbenzyl) diallylamine, N-(4-N,N-dipropylaminomethylbenzyl) diallylamine, N-(4-N,N-diisopropylaminomethylbenzyl) diallylamine, alkyldiallylamines and N,N,N',N' -tetraallylalkanediamines, which method comprises irradiating a solution of a hydrofluoride, hydrochloride or sulphate salt of said amine with electromagnetic radiation and isolating the polymer so formed, the improvement comprising using radiation having a wavelength greater than 180 nanometers at a temperature in the range from -80° to 120°C and using a non-polar and non-hydroxylic solvent.
Claim 3
Dependent Claim 17 words
A process according to claim 1 wherein the electromagnetic radiation has a wavelength less than 800 nm.
Claim 4
Dependent Claim 19 words
A process according to claim 1 wherein the process is carried out in the presence of a radiation sensitizer.
Claim 5
Dependent Claim 32 words
A process according to claim 3 wherein the electromagnetic radiation has a wavelength in the range from 180 to 300 nm and wherein the radiation sensitizer is a ketone or allyl bromide.
Claim 6
Dependent Claim 44 words
A process according to claim 3 wherein the electromagnetic radiation has a wavelength in the range from 300 to 400 nm and wherein the radiation sensitizer is chosen from the group consisting of halogenated acetophenones, halogenated benzophenones, azo-bis-isobutyronitrile, peroxides, riboflavin, chloranil, and benzoin derivatives.
Claim 7
Dependent Claim 28 words
A process according to claim 5 wherein the radiation sensitizer is chosen from the group consisting of aryl or lower alkyl ethers of benzoin, allyl benzoin or methylbenzoin.
Claim 8
Dependent Claim 22 words
A process according to claim 1, wherein the reaction is carried out at a temperature in the range from 10° to 90°C.
Claim 9
Dependent Claim 33 words
A process according to claim 1, wherein the allylamine salt is dissolved in a nonpolar, nonhydroxylic organic solvent which does not absorb radiation of the wavelength of electromagnetic radiation used in the reaction.
Claim 10
Dependent Claim 37 words
A process according to claim 8 wherein the organic solvent is chosen from the group consisting of cyclic ethers and aromatic hydrocarbons optionally substituted with chlorine or fluorine and the allylamine salt is a salt of triallylamine.
Claim 11
Dependent Claim 33 words
A process according to claim 8 wherein the organic solvent is chosen from the group consisting of dioxan, benzene, chlorbenzene, tetrahydrofuran and mixtures thereof and the allylamine salt is a salt of triallylamine.
Claim 12
Dependent Claim 62 words
A process according to claim 1, for the polymerisation of a composition comprising a mixture of monomers comprising from 80 to 99% of compound of Formula I: ##EQU2## where R is allyl, alkyl, aryl, substituted aryl, aralkyl or alkaryl; X is halogen; and from 1 to 20% of diallylamine hydrohalide using as initiator U.V. light of wavelength from 180 to 300 nm.
Claim 13
Dependent Claim 35 words
A process according to claim 1 wherein the initiator is light of wavelength 300 to 500 nm and the reaction is carried out in a pyrex glass reactor in the presence of a radiation sensitizer.

References Cited (Backward Citations)

US3676398A Cited
US3619394A Cited
US3721648A Cited
US3814677A Cited
US3759809A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-11-09 1980-05-10 1980-11-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-11-09 1984-05-10 1984-11-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-11-09 1988-05-10 1988-11-09 $7700.00 Window Closed / Lapsed

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