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Process for preparing epoxy resins having improved physical properties when cured

Assignee: Austria Metall AG
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Filing: 1981-12-14
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Granted: 1983-10-18
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Expires: 2001-12-14
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Abstract

Abstract Epoxy resins having improved properties are prepared by reacting an epoxy resin with a dihydric phenol in the presence of a sufficient quantity of a phosphonium catalyst such that the product resulting from reacting a mixture of the catalyst, epoxy resin and dihydric phenol has a % epoxide difference from the theoretical percent epoxide of from about 0.5 to about 4.0.

Inventors

  • 👤 Ross C. Whiteside, Jr.
  • 👤 Adolphus V. Gist
  • 👤 George A. Doorakian

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 22:26
CPC Classifications
B; B32; B32B; B32B27/00; B32B27/04; C; C08; C08G; C08G59/00; C08G59/02; C08G59/04; C08G59/06; C08G59/066; C08G59/18; C08G59/68; C08G59/688; C08J; C08J5/00; C08J5/24; C08J5/241; C08J5/244; B32B2363/00; C08J2363/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31525

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 266 words
In a process for preparing resin impregnated substrates for use in preparing electrical laminates by a process which comprises: (I) saturating said substrate with a resin forming mixture comprising; (A) an epoxy resin having an epoxide equivalent weight of from about 300 to about 600 which has been prepared by reacting (1) a glycidyl ether of a dihydric phenol having an average of more than one epoxide group per molecule and an epoxide equivalent weight (EEW) of from about 156 to about 400; with (2) a dihydric phenolic compound; in the presence of (3) a phosphonium catalyst for effecting the reaction between (1) and (2), wherein components (1) and (2) are employed in quantities which provide a theoretical percent epoxide of the reaction product of from about 8 to about 15; (B) a curing agent for said epoxy resin and (C) a solvent system for Components (A) and (B); (II) heating the resultant impregnated substrate to B-stage the resin and remove the solvent system; the improvement which comprises: employing as the catalyst, Compound (A-3), a phosphonium salt or complex thereof which has at least one aromatic ring attached to the phosphorus atom of the phosphonium group and at least one aliphatic hydrocarbon group attached to said phosphorus atom, said catalyst being employed in a quantity such that the epoxy resin which would result when subjecting a mixture of components (A-1), (A-2) and (A-3) to suitable reaction conditions produces an advanced epoxy resin wherein the difference obtained by subtracting the precent epoxide obtained by analysis from the theoretical percent epoxide is from about 0.5 to about 4.
Claim 2
Dependent Claim 266 words
In a process for preparing resin impregnated substrates for use in preparing electrical laminates by a process which comprises: (I) saturating said substrate with a resin forming mixture comprising; (A) an epoxy resin having an epoxide equivalent weight of from about 300 to about 600 which has been prepared by reacting (1) a glycidyl ether of a dihydric phenol having an average of more than one epoxide group per molecule and an epoxide equivalent weight (EEW) of from about 156 to about 400; with (2) a dihydric phenolic compound; in the presence of (3) a phosphonium catalyst for effecting the reaction between (1) and (2), wherein components (1) and (2) are employed in quantities which provide a theoretical percent epoxide of the reaction product of from about 8 to about 15; (B) a curing agent for said epoxy resin and (C) a solvent system for Components (A) and (B); (II) heating the resultant impregnated substrate to B-stage the resin and remove the solvent system; the improvement which comprises: employing as the catalyst, Compound (A-3), a phosphonium salt or complex thereof which has at least one aromatic ring attached to the phosphorus atom of the phosphonium group and at least one aliphatic hydrocarbon group attached to said phosphorus atom, said catalyst being employed in a quantity such that the epoxy resin which would result when subjecting a mixture of components (A-1), (A-2) and (A-3) to suitable reaction conditions produces an advanced epoxy resin wherein the difference obtained by subtracting the precent epoxide obtained by analysis from the theoretical percent epoxide is from about 0.5 to about 4.
Claim 3
Dependent Claim 69 words
The process of claim 1 wherein (a) components (A-1) and (A-2) are employed in quantities which provide a theoretical percent epoxide of the reaction product of from about 9.5 to about 13; (b) component (A-3) has two aromatic rings attached to the phosphorous atom; and (c) the difference obtained by subtracting the percent epoxide obtained by analysis from the theoretical percent epoxide is from about 1 to about 2.
Claim 4
Dependent Claim 47 words
The process of claim 2 wherein component (A-1) is a glycidyl ether of bisphenol A having an average epoxide equivalent weight of from about 156 to about 400; (b) component (A-2) is bisphenol A; and (c) component (A-3) has three aromatic rings attached to the phosphorus atom.
Claim 5
Dependent Claim 21 words
The process of claim 3 wherein component (A-1) has an average epoxide equivalent weight of from about 177 to about 190.
Claim 6
Dependent Claim 60 words
The process of claims 1, 2, 3 or 4 wherein the cation portion of said phosphonium catalyst is represented by the formula ##STR5## wherein each R is independently a hydrocarbyl or substituted hydrocarbyl group having from about 1 to about 20 carbon atoms at least one of which contains at least one aromatic ring attached directly to the phosphorus atom.
Claim 7
Dependent Claim 57 words
The process of claim 5 wherein said hydrocarbyl groups have from 1 to about 6 carbon atoms and at least two of such R groups contain an aromatic ring attached directly to the phosphorus atom and wherein the anion portion of the phosphonium catalyst is a halide, carboxylate, dicarboxylate, phosphate, nitrate, sulfate, nitrite, sulfite, borate or chromate.
Claim 8
Dependent Claim 11 words
The process of claim 6 wherein the anion is a dicarboxylate.
Claim 9
Dependent Claim 13 words
The process of claim 7 wherein the catalyst is ethyl triphenyl phosphonium oxalate.
Claim 10
Dependent Claim 11 words
The process of claim 6 wherein the anion is a carboxylate.
Claim 11
Dependent Claim 11 words
The process of claim 9 wherein the catalyst is ethyltriphenylphosphonium formate.
Claim 12
Dependent Claim 15 words
A resin impregnated substrate prepared by the process of claims 1, 2, 3 or 4.
Claim 13
Dependent Claim 58 words
A resin impregnated substrated of claim 11 wherein the cation portion of said phosphonium catalyst is represented by the formula ##STR6## wherein each R is independently a hydrocarbyl or substituted hydrocarbyl group having from about 1 to about 20 carbon atoms at least one of which contains at least one aromatic ring attached directly to the phosphorus atom.
Claim 14
Dependent Claim 59 words
A resin impregnated substrate of claim 12 wherein said hydrocarbyl groups have from 1 to about 6 carbon atoms and at least two of such R groups contain an aromatic ring attached directly to the phosphorus atom and wherein the anion portion of the phosphonium catalyst is a halide, carboxylate, dicarboxylate, phosphate, nitrate, sulfate, nitrite, sulfite, borate or chromate.
Claim 15
Dependent Claim 13 words
A resin impregnated substrate of claim 13 wherein the anion is a dicarboxylate.
Claim 16
Dependent Claim 15 words
A resin impregnated substrate of claim 14 wherein the catalyst is ethyl triphenyl phosphonium oxalate.
Claim 17
Dependent Claim 13 words
A resin impregnated substrate of claim 13 wherein the anion is a carboxylate.
Claim 18
Dependent Claim 13 words
A resin impregnated substrate of claim 16 wherein the catalyst is ethyltriphenylphosphonium formate.
Claim 19
Dependent Claim 28 words
An electrical laminate prepared from one or more plies of a resin impregnated laminate, at least one of such plies being a resin impregnated laminate of claim 11.
Claim 20
Dependent Claim 28 words
An electrical laminate prepared from one or more plies of a resin impregnated laminate, at least one of such plies being a resin impregnated laminate of claim 12.
Claim 21
Dependent Claim 28 words
An electrical laminate prepared from one or more plies of a resin impregnated laminate, at least one of such plies being a resin impregnated laminate of claim 13.
Claim 22
Dependent Claim 28 words
An electrical laminate prepared from one or more plies of a resin impregnated laminate, at least one of such plies being a resin impregnated laminate of claim 14.
Claim 23
Dependent Claim 28 words
An electrical laminate prepared from one or more plies of a resin impregnated laminate, at least one of such plies being a resin impregnated laminate of claim 15.
Claim 24
Dependent Claim 28 words
An electrical laminate prepared from one or more plies of a resin impregnated laminate, at least one of such plies being a resin impregnated laminate of claim 16.
Claim 25
Dependent Claim 28 words
An electrical laminate prepared from one or more plies of a resin impregnated laminate, at least one of such plies being a resin impregnated laminate of claim 17.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-10-17 1987-04-18 1987-10-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-10-17 1991-04-18 1991-10-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-10-17 1995-04-18 1995-10-18 $7700.00 Window Closed / Lapsed

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