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US3715330A Expired / Lapsed US ⏱️ 0.0 years remaining

Self-thermoset unsaturated polyesters and method for preparation thereof

Assignee: Asahi Kasei Corp
•
Filing: 1971-05-10
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Granted: 1973-02-06
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Expires: 1991-05-10
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Abstract

Abstract A stable self-thermoset unsaturated polyester resin having at least one terminal norbornene radical, is provided. The resin is characterized by excellent mechanical properties, making it useful as a component of coating compositions and fiber reinforced polyesters.

Inventors

  • 👤 S Nogami
  • 👤 S Saito
  • 👤 T Okada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 18:44
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08G63/52; C08G63/54; C08G63/553

Claims Analysis

Total Claims: 40
Claim 1
Independent Claim 169 words
An unsaturated polyester of the general formula (I) wherein R is a hydrogen atom or an alkyl group having one to six carbon atoms; X is at least one member selected from the group consisting of linear and branched alkylene or oxyalkylene radicals having two to 12 carbon atoms, cycloaliphatic radicals having four to six carbon atoms, wherein R1 and R2 are hydrogen or alkyl radicals having one to three carbon atoms and R3 is a linear or branched alkylene radical having two to three carbon atoms; Y is at least one member selected from the group consisting of alkylene radicals having two to 10 carbon atoms, a phenylene radical, a cyclohexylene radical, and linear and branched alkylene radicals having two to three carbon atoms, at least 20 mole percent of said members being alkenylene radicals; Z is a hydrogen atom, a lower alkyl radical Having one to three carbon atoms or wherein R and X are as defined above; and n is an integer of 0 to 50.
Claim 2
Dependent Claim 169 words
An unsaturated polyester of the general formula (I) wherein R is a hydrogen atom or an alkyl group having one to six carbon atoms; X is at least one member selected from the group consisting of linear and branched alkylene or oxyalkylene radicals having two to 12 carbon atoms, cycloaliphatic radicals having four to six carbon atoms, wherein R1 and R2 are hydrogen or alkyl radicals having one to three carbon atoms and R3 is a linear or branched alkylene radical having two to three carbon atoms; Y is at least one member selected from the group consisting of alkylene radicals having two to 10 carbon atoms, a phenylene radical, a cyclohexylene radical, and linear and branched alkylene radicals having two to three carbon atoms, at least 20 mole percent of said members being alkenylene radicals; Z is a hydrogen atom, a lower alkyl radical Having one to three carbon atoms or wherein R and X are as defined above; and n is an integer of 0 to 50.
Claim 3
Dependent Claim 19 words
The unsaturated polyester as claimed in claim 1, wherein more than 50 mole percent of Y are alkenylene radicals.
Claim 4
Dependent Claim 16 words
The unsaturated polyester as claimed in claim 1, wherein the integer n is 0 to 20.
Claim 5
Dependent Claim 21 words
The unsaturated polyester as claimed in claim 1, wherein Z is wherein X and R are as defined in claim 1.
Claim 6
Dependent Claim 14 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom.
Claim 7
Dependent Claim 12 words
The unsaturated polyester as claimed in claim 1, wherein R is -CH3.
Claim 8
Dependent Claim 48 words
The unsaturated polyester as claimed in claim 1, wherein X is at least one member selected from the group consisting of -(CH2)n'', - wherein n'' is an integer 2 to 12, -CH2-CH2-CH- , -(CH2CH2O)n -CH2CH2- wherein n'''' is an integer of 1 to 2, -CH2CH2CH2-O-CH2CH2CH2-, 1,2-, 1,3-, 1,4-cyclohexylene.
Claim 9
Dependent Claim 45 words
The unsaturated polyester as claimed in claim 1, wherein Y is at least one member selected from the group consisting of -(CH2)n - wherein n'''''' is an integer of 2 to 10, ortho-, meta-or para-phenylene radical, 1,2-, 1,3- or 1,4- cyclohexylene radical, -CH CH- ,
Claim 10
Dependent Claim 23 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is -CH2CH2- and Y is -CH CH- .
Claim 11
Dependent Claim 20 words
The unsaturated polyester as claimed in claim 1, wherein R is -CH3, X is -CH2CH2- and Y is -CH CH-.
Claim 12
Dependent Claim 20 words
The unsaturated polyester as claimed in claim 1, wherein R is -C2H5, X is -CH2CH2- and Y is -CH CH-.
Claim 13
Dependent Claim 31 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is a mixture of -CH2CH2- and -C3H6- and Y is a mixture of -CH CH- and
Claim 14
Dependent Claim 26 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is -CH2CH2- and Y is a mixture of and -CH CH-.
Claim 15
Dependent Claim 22 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is -C3H6- and Y is -CH CH-.
Claim 16
Dependent Claim 26 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is -C3H6- and Y is a mixture of -CH CH- and
Claim 17
Dependent Claim 25 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is -CH2CH2- and Y is a mixture of -CH CH-and
Claim 18
Dependent Claim 23 words
The unsaturated polyester as claimed in claim 1, wherein R is -C6H13, X is a mixture of and Y is a mixture of
Claim 19
Dependent Claim 30 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is a mixture of -CH2CH2-, -CH2CH2OCH2CH2-, and Y is a mixture of -(CH2)4-, -CH CH-,
Claim 20
Dependent Claim 27 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is and Y is a mixture of -CH CH- and -CH2CH2- .
Claim 21
Dependent Claim 27 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is and Y is a mixture of -CH CH- and -(CH2)10- .
Claim 22
Dependent Claim 20 words
The unsaturated polyester as claimed in claim 1, wherein R is -CH3, X is -CH2CH2OCH2CH2OCH2CH2- and Y is -CH CH-.
Claim 23
Dependent Claim 21 words
The unsaturated polyester as claimed in claim 1, wherein R is -CH3, X is -CH2CH2- and Y is a mixture of
Claim 24
Dependent Claim 20 words
The unsaturated polyester as claimed in claim 1, wherein R is a hydrogen atom, X is -CH2CH2OCH2CH2- and Y is
Claim 25
Dependent Claim 42 words
An unsaturated polyester as claimed in claim 1, wherein the polymer (I) is dissolved in a vinyl or allyl monomer, the amount of said monomer being up to 60 weight percent of the total weight of the polymer (I) and the monomer.
Claim 26
Dependent Claim 42 words
An unsaturated polyester as claimed in claim 1, wherein the polymer (I) is dissolved in a vinyl or allyl monomer, the amount of said monomer being 5 to 50 weight percent of the total weight of the polymer (I) and the monomer.
Claim 27
Dependent Claim 49 words
The unsaturated polyester as claimed in claim 24, wherein said vinyl or allyl monomer is at least one member selected from the group consisting of styrene, vinyl toluene, chlorostyrene, Alpha -methylstyrene, divinylbenzene, vinyl acetate, diallylbenzene phosphonate, N-vinylpyrolidone, maleimide, methyl acrylate, ethyl acrylate, methyl methacrylate, diallyl phthalate and triallyl cyanurate.
Claim 28
Dependent Claim 16 words
The unsaturated polyester as claimed in claim 25, wherein said vinyl or allyl monomer is styrene.
Claim 29
Dependent Claim 55 words
A fiber reinforced unsaturated polyester as claimed in claim 1, wherein the polymer (I) as claimed in claim 24 is intimately admixed with a reinforcing material, the amount of said reinforcing material being 10 to 80 weight percent of the total weight of the polymer (I) as claimed in claim 24 and the reinforcing material.
Claim 30
Dependent Claim 54 words
A fiber reinforced unsaturated polyester as claimed in claim 1, wherein the polymer (I) as claimed in claim 25 is intimately admixed with a reinforcing material, the amount of said reinforcing material being 15 to 70 weight percent of the total weight of the polymer (I) as claimed claim 25 and the reinforcing material.
Claim 31
Dependent Claim 44 words
The fiber reinforced unsaturated polyester as claimed in claim 29, wherein the reinforcing material is at least one member selected from the group consisting of glass fiber, glass cloth, carbon fiber, asbestos fiber, ceramic fiber, metal fiber, whisker and synthetic or natural organic fiber.
Claim 32
Dependent Claim 14 words
The fiber reinforced polyester of claim 29, wherein said reinforcing material is glass fiber.
Claim 33
Dependent Claim 13 words
The fiber reinforced polyester of claim 29, wherein reinforcing material is glass cloth.
Claim 34
Dependent Claim 140 words
A process for the preparation of the unsaturated polyester as claimed in claim 1, comprising the reaction of a compound having the general formula (II); wherein R is a hydrogen atom or a lower alkyl radical having one to six carbon atoms and Z'' represents a hydrogen atom, a lower alkyl radical having one to six carbon atoms or a hydroxyalkyl radical having one to six carbon atoms, and an unsaturated polyester having the general formula (III); wherein X,Y and n are as defined in claim 1, Z'''' is a hydroxyl radical or -O-X-OH wherein X is as defined claim 1 and Z'''''' is a hydrogen atom or wherein Y is as defined in claim 1 and R'' is a hydrogen atom or a lower alkyl radical having one to three carbon atoms at a temperature between 100*C. and 250*C.
Claim 35
Dependent Claim 89 words
A process for the preparation of the unsaturated polyester as claimed in claim 1 comprising the reaction of a compound having the general formula (II) as defined in claim 33, dicarboxylic acid having the general formula (IV); wherein Y is as defined in claim 1, anhydride or esters thereof, at least 20 mole percent of which must be an Alpha , Beta -unsaturated dicarboxylic acid, and diol having the general formula (V); HO-X-OH (V) wherein X is as defined in claim 1, at a temperature between 100*C. and 250*C.
Claim 36
Dependent Claim 29 words
The process as claimed in claim 34, wherein the dicarboxylic acid (IV) is replaced by a tribasic or tetrabasic acid in an amount of 2 to 15 mole percent.
Claim 37
Dependent Claim 27 words
The process as claimed in claim 35, wherein the tribasic or tetrabasic acid is selected from the group consisting of trimellitic acid, pyromellitic acid and biphenyl-tetracarboxylic acid.
Claim 38
Dependent Claim 27 words
The process as claimed in claim 34, wherein the diol (V) is replaced by a triol or tetraol in an amount of 2 to 15 mole percent.
Claim 39
Dependent Claim 25 words
The process as claimed in claim 37, wherein the triol or tetraol is selected from the group consisting of trimethylolpropane, glycerine trimethylolethane, pentaerythritol and sorbitol.
Claim 40
Dependent Claim 36 words
The process as claimed in claim 33, wherein the compound (II) is replaced by a monofunctional compound selected from the group consisting of monoalcohols and monobasic acids in an amount of 5 to 50 mole percent.

References Cited (Backward Citations)

US2479486A Cited
US3044978A Cited
US3287395A Cited
US3554886A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1976-02-06 1976-08-07 1977-02-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1980-02-06 1980-08-07 1981-02-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1984-02-06 1984-08-07 1985-02-06 $7700.00 Window Closed / Lapsed

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