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US4086151A Expired / Lapsed US ⏱️ 0.0 years remaining

Curable mixtures and cured resins made from linear polymers of glycidol

Assignee: Dow Chemical Co
•
Filing: 1977-06-30
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Granted: 1978-04-25
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Expires: 1997-06-30
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Abstract

Abstract Linear copolymers of glycidol, glycidyl esters of unsaturated fatty acids and, optionally, alkylene oxides, are made by the reaction of an unsaturated fatty acid with a polymer or copolymer of tert.-butyl glycidyl ether in the presence of an acid catalyst. The products are polymerizable and copolymerizable with vinyl monomers and are useful as curable resins.

Inventors

  • 👤 Violete L. Stevens
  • 👤 Arthur R. Sexton
  • 👤 Frederick P. Corson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 08:46
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/02; C08G65/04; C08G65/22; C08F; C08F299/00; C08F299/02; C08F299/022; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/6795; C08L; C08L63/00; Y; Y10; Y10T; Y10T428/00; Y10T428/26; Y10T428/269

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 190 words
A curable mixture comprising: Component (a) a compound represented by the formula R ((R'O) m X) n wherein R is the residue left by removal of n active hydrogen atoms from an initiator compound, RH n ; each R' independently is an alkylene radical selected from the group consisting of ethylene, trimethylene, tetramethylene, 1,2-butylene, 2,2-bis(halomethyl)-1,3-propylene, and groups of the formula ##STR6## each A independently is H, Cl, Br or OX; each X independently is H or the acyl radical of a carboxylic acid with the proviso that at least one R' is 3-hydroxyl-1,2-propylene and at least one is a group of the formula ##STR7## wherein X is the acyl radical of an α,β-unsaturated carboxylic acid; and m and n are integers such that the total number of R'O groups is at least 2, n being 1-8; and Component (b) a polyfunctional compound which is reactive with the primary hydroxyls or with the α,β-unsaturated portions of X in Component (a) and which upon reaction with Component (a) forms a cross-linked composition therewith wherein Component (b) is selected from the group consisting of polyisocyanates, polyisothiocyanates, polycarboxylic acids, polyoxiranes and poly(vinylic unsaturated) compounds.
Claim 2
Dependent Claim 190 words
A curable mixture comprising: Component (a) a compound represented by the formula R ((R'O) m X) n wherein R is the residue left by removal of n active hydrogen atoms from an initiator compound, RH n ; each R' independently is an alkylene radical selected from the group consisting of ethylene, trimethylene, tetramethylene, 1,2-butylene, 2,2-bis(halomethyl)-1,3-propylene, and groups of the formula ##STR6## each A independently is H, Cl, Br or OX; each X independently is H or the acyl radical of a carboxylic acid with the proviso that at least one R' is 3-hydroxyl-1,2-propylene and at least one is a group of the formula ##STR7## wherein X is the acyl radical of an α,β-unsaturated carboxylic acid; and m and n are integers such that the total number of R'O groups is at least 2, n being 1-8; and Component (b) a polyfunctional compound which is reactive with the primary hydroxyls or with the α,β-unsaturated portions of X in Component (a) and which upon reaction with Component (a) forms a cross-linked composition therewith wherein Component (b) is selected from the group consisting of polyisocyanates, polyisothiocyanates, polycarboxylic acids, polyoxiranes and poly(vinylic unsaturated) compounds.
Claim 3
Dependent Claim 21 words
A mixture of claim 1 wherein X is the acyl radical of acrylic or methacrylic acid in at least one occurrence.
Claim 4
Dependent Claim 20 words
A mixture of claim 1 wherein Component (b) is a polyisocyanate which comprises a toluene diisocyanate or a methylene bis(phenyleneisocyanate).
Claim 5
Dependent Claim 14 words
A mixture of claim 3 wherein the polyisocyanate primarily comprises 2,4-toluene diisocyanate or methylene-4,4'-bis(phenyleneisocyanate).
Claim 6
Dependent Claim 176 words
A cured composition prepared by cross-linking molecules of a compound represented by the formula R(R'O) m X) n wherein R is the residue left by removal of n active hydrogen atoms from an initiator compound, RH n ; each R' independently is an alkylene radical selected from the group consisting of ethylene, trimethylene, tetramethylene, 1,2-butylene, 2,2-bis(halomethyl)-1,3-propylene, and groups of the formula ##STR8## each A independently is H, Cl, Br or OX; each X independently is H or the acyl radical of a carboxylic acid with the proviso that at least one R' is 3-hydroxy-1,2-propylene and at least one is a group of the formula ##STR9## wherein X is the acyl radical of an α,β-unsaturated carboxylic acid; and m and n are integers such that the total number of R'O groups is at least 2, n being 1-8, provided that when a second compound reacted with the first compound is included in the cured composition said second compound is selected from polyisocyanates, polyisothiocyanates, polycarboxylic acids, polyoxiranes, poly(vinylic unsaturated) compounds and vinyl monomers copolymerizable with the first compound.
Claim 7
Dependent Claim 176 words
A cured composition prepared by cross-linking molecules of a compound represented by the formula R(R'O) m X) n wherein R is the residue left by removal of n active hydrogen atoms from an initiator compound, RH n ; each R' independently is an alkylene radical selected from the group consisting of ethylene, trimethylene, tetramethylene, 1,2-butylene, 2,2-bis(halomethyl)-1,3-propylene, and groups of the formula ##STR8## each A independently is H, Cl, Br or OX; each X independently is H or the acyl radical of a carboxylic acid with the proviso that at least one R' is 3-hydroxy-1,2-propylene and at least one is a group of the formula ##STR9## wherein X is the acyl radical of an α,β-unsaturated carboxylic acid; and m and n are integers such that the total number of R'O groups is at least 2, n being 1-8, provided that when a second compound reacted with the first compound is included in the cured composition said second compound is selected from polyisocyanates, polyisothiocyanates, polycarboxylic acids, polyoxiranes, poly(vinylic unsaturated) compounds and vinyl monomers copolymerizable with the first compound.
Claim 8
Dependent Claim 19 words
A cured composition of claim 5 which has been cured by subjecting the molecules to a free radical reaction.
Claim 9
Dependent Claim 22 words
A cured composition of claim 6 wherein X is the acyl radical of acrylic or methacrylic acid in at least one occurrence.
Claim 10
Dependent Claim 20 words
A cured composition of claim 6 wherein X is the acyl radical of acrylic acid in at least one occurrence.
Claim 11
Dependent Claim 21 words
A cured composition of claim 6 wherein the free radicals are generated by electron beam or ultraviolet radiation or thermal energy.
Claim 12
Dependent Claim 17 words
A cured composition of claim 5 which has been cured by cross-linking the molecules with a polyisocyanate.
Claim 13
Dependent Claim 13 words
A cured composition of claim 10 wherein the polyisocyanate primarily comprises 2,4-toluene diisocyanate.
Claim 14
Dependent Claim 22 words
A cured composition of claim 5 which has been cured by cross-linking the molecules with a toluene diisocyanate or a methylene bis(phenyleneisocyanate).
Claim 15
Dependent Claim 146 words
A curable mixture comprising: Component (a) a compound represented by the formula R ((R'O) m X) n wherein R is the residue left by removal of n active hydrogen atoms from an initiator compound, RH n ; each R' independently is an alkylene radical selected from the group consisting of ethylene, trimethylene, tetramethylene, 1,2-butylene, 2,2-bis(halomethyl)-1,3-propylene, and groups of the formula ##STR10## each A independently is H, Cl, Br or OX; each X independently is H or the acyl radical of a carboxylic acid with the proviso that at least one R' is 3-hydroxy-1,2-propylene and at least one is a group of the formula ##STR11## wherein X is the acyl radical of an α,β-unsaturated carboxylic acid; and m and n are integers such that the total number of R'O groups is at least 2, n being 1-8; and Component (b) a vinyl monomer copolymerizable with Component (a).
Claim 16
Dependent Claim 146 words
A curable mixture comprising: Component (a) a compound represented by the formula R ((R'O) m X) n wherein R is the residue left by removal of n active hydrogen atoms from an initiator compound, RH n ; each R' independently is an alkylene radical selected from the group consisting of ethylene, trimethylene, tetramethylene, 1,2-butylene, 2,2-bis(halomethyl)-1,3-propylene, and groups of the formula ##STR10## each A independently is H, Cl, Br or OX; each X independently is H or the acyl radical of a carboxylic acid with the proviso that at least one R' is 3-hydroxy-1,2-propylene and at least one is a group of the formula ##STR11## wherein X is the acyl radical of an α,β-unsaturated carboxylic acid; and m and n are integers such that the total number of R'O groups is at least 2, n being 1-8; and Component (b) a vinyl monomer copolymerizable with Component (a).

References Cited (Backward Citations)

US2680109A Cited
US3578719A Cited
US3446756A Cited
US3509074A Cited
GB1267259A Cited
US3519559A Cited
US4014854A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-04-24 1981-10-24 1982-04-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-04-24 1985-10-24 1986-04-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-04-24 1989-10-24 1990-04-25 $7700.00 Window Closed / Lapsed

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