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US4101488A
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US
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Water-soluble heat-resistant insulating varnish
Assignee: Nitto Denko Corp
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Filing: 1975-09-26
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Granted: 1978-07-18
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Expires: 1995-09-26
Abstract
Abstract A water-soluble heat-resistant insulating varnish containing a resin comprising ester groups and imide rings in the molecule dissolved in water using a volatilizable basic compound, the resin comprising the reaction product of (A) a carboxyl-containing polyesterimide resin having an acid value of about 30 to 150 obtained by reacting (a) a polyhydric alcohol component comprising at least one organic polyhydric alcohol and containing about 10 to 60 mol % of an imide ring-containing glycol of the general formula (I): ##STR1## wherein R 1 is a trivalent aromatic group, R 2 is a divalent organic group, and n is an integer of 1 to 3, with (b) a polycarboxylic acid component comprising at least one trivalent or divalent organic carboxylic acid or the anhydride thereof, where about 30 to 100 mol % of which comprises an aromatic tricarboxylic acid or the anhydride thereof so that the equivalent ratio (OH/COOH) between the polyhydric alcohol component and the polycarboxylic acid component is about 1.0 to 2.0; (B) 1,2,3,4-butanetetracarboxylic acid or an imide-forming derivative thereof; and (C) an organic diamine.
Inventors
- 👤 Takashi Ishizuka
- 👤 Naoki Miwa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 12:17
CPC Classifications
C; C09; C09D; C09D179/00; C09D179/04; C09D179/08; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/16; C08K; C08K3/00; C08K3/18; C08K3/20; H; H01; H01B; H01B3/00; H01B3/18; H01B3/30; H01B3/303; H01B3/306; H01B3/308; H01B7/00; H01B7/17; H01B7/29; H01B7/292
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
357 words
A water-soluble, heat-resistant, insulating varnish comprising an aqueous solution of a resin containing ester groups and imide groups in the molecule, wherein said aqueous solution of said resin is obtained by adjusting the pH of said insulating varnish to between 5 and 9 by the addition of a volatilizable basic compound, said resin consisting of the reaction product of (A) a carboxyl-containing polyesterimide resin having an acid value of about 30 to 150 obtained by reacting (a) a polyhydric alcohol component comprising at least one organic polyhydric alcohol and further containing about 10 to 60 mol % of an imide ring-containing glycol of the general formula (I): ##STR32## wherein R 1 is a trivalent aromatic group selected from the group consisting of ##STR33## wherein R 3 is selected from the group consisting of ##STR34## R 2 is a divalent organic group, and n is an integer of 1 to 3, with (b) a polycarboxylic acid component comprising at least one trivalent or divalent organic carboxylic acid or the anhydride thereof said divalent organic carboxylic acid or the anhydride thereof represented by the general formula (VI) or (VII), respectively HOOC--R.sub.5 --COOH (VI) ##STR35## in which R.sub.5 is a divalent organic group selected from the group consisting of -(CH.sub.2)-n.sub.2 in which n.sub.2 is an integer of 1 to 8, ##STR36## in which R.sub.3 is as defined above, about 30 to 100 mol % of which comprises an aromatic tricarboxylic acid or the anhydride thereof represented by the formula (IV) or (V), respectively ##STR37## with R.sub.1 as defined above so that the equivalent ratio (OH/COOH) between the polyhydric alcohol component and the polycarboxylic acid component is about 1.0 to 2.0 and wherein the amount of the imide ring-containing glycol of the general formula (I) among the total amount of the (A) component is about 20 to 70% by weight; (B) 1,2,3,4-butanetetracarboxylic acid or an imide-forming derivative thereof capable of forming an imide ring by reaction with an organic diamine; and (C) an organic diamine, wherein the total amount of (B) and (C) is about 20 to 200 parts by weight per 100 parts by weight of said polyesterimide resin (A).
Claim 2
Dependent Claim
357 words
A water-soluble, heat-resistant, insulating varnish comprising an aqueous solution of a resin containing ester groups and imide groups in the molecule, wherein said aqueous solution of said resin is obtained by adjusting the pH of said insulating varnish to between 5 and 9 by the addition of a volatilizable basic compound, said resin consisting of the reaction product of (A) a carboxyl-containing polyesterimide resin having an acid value of about 30 to 150 obtained by reacting (a) a polyhydric alcohol component comprising at least one organic polyhydric alcohol and further containing about 10 to 60 mol % of an imide ring-containing glycol of the general formula (I): ##STR32## wherein R 1 is a trivalent aromatic group selected from the group consisting of ##STR33## wherein R 3 is selected from the group consisting of ##STR34## R 2 is a divalent organic group, and n is an integer of 1 to 3, with (b) a polycarboxylic acid component comprising at least one trivalent or divalent organic carboxylic acid or the anhydride thereof said divalent organic carboxylic acid or the anhydride thereof represented by the general formula (VI) or (VII), respectively HOOC--R.sub.5 --COOH (VI) ##STR35## in which R.sub.5 is a divalent organic group selected from the group consisting of -(CH.sub.2)-n.sub.2 in which n.sub.2 is an integer of 1 to 8, ##STR36## in which R.sub.3 is as defined above, about 30 to 100 mol % of which comprises an aromatic tricarboxylic acid or the anhydride thereof represented by the formula (IV) or (V), respectively ##STR37## with R.sub.1 as defined above so that the equivalent ratio (OH/COOH) between the polyhydric alcohol component and the polycarboxylic acid component is about 1.0 to 2.0 and wherein the amount of the imide ring-containing glycol of the general formula (I) among the total amount of the (A) component is about 20 to 70% by weight; (B) 1,2,3,4-butanetetracarboxylic acid or an imide-forming derivative thereof capable of forming an imide ring by reaction with an organic diamine; and (C) an organic diamine, wherein the total amount of (B) and (C) is about 20 to 200 parts by weight per 100 parts by weight of said polyesterimide resin (A).
Claim 3
Dependent Claim
18 words
The insulating varnish of claim 1, which further includes a water-soluble organic metal compound as a curing agent.
Claim 4
Dependent Claim
21 words
The insulating varnish of claim 2, wherein said organic metal compound is titanium ammonium lactate, titanium lactate or zirconium ammonium lactate.
Claim 5
Dependent Claim
39 words
The insulating varnish of claim 3, wherein the amount of said organic metal compound is up to about 10 parts by weight per 100 parts by weight of said resin comprising the reaction product of (A), (B) and (C).
Claim 6
Dependent Claim
31 words
The insulating varnish of claim 1, wherein said total amount of (B) and (C) is 30 to 150 parts by weight per 100 parts by weight of said polyesterimide resin (A).
Claim 7
Dependent Claim
30 words
The insulating varnish of claim 1, wherein the equivalent ratio of said 1,2,3,4-butanetetracarboxylic acid or the imide-forming derivative thereof (B) to said organic diamine (C) is about 0.5 to 2.
Claim 8
Dependent Claim
14 words
The insulating varnish of claim 6, wherein said equivalent ratio is 0.8 to 1.3.
Claim 9
Dependent Claim
28 words
The insulating varnish of claim 1, wherein said volatilizable basic compound is selected from the group consisting of ammonia, aqueous ammonia, trialkylamines, N-alkyldiethanolamines, N,N-dialkylethanolamines, monoethanolamine, diethanolamine and triethanolamine.
Claim 10
Dependent Claim
27 words
The insulating varnish of claim 1, wherein up to about 30% by weight of the water in said aqueous solution is replaced by a water-soluable high-boiling solvent.
Claim 11
Dependent Claim
52 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein said imide ring-containing glycol of formula (I) is prepared by reacting about 2 mols of an aromatic tricarboxylic acid anhydride with 1 mol of an organic diamine in a glycol selected from the group consisting of ethylene glycol, diethylene glycol and triethylene glycol.
Claim 12
Dependent Claim
73 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein said at least one organic polyhydric alcohol is ethylene glycol, propylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, diethylene glycol, dipropylene glycol, triethylene glycol, 4,4'-dihydroxymethyldiphenyl, 4,4'-dihydroxyethyldiphenyl, 4,4'-dihydroxymethyldiphenylmethane, 4,4'-dihydroxyethyldiphenylmethane, 4,4'-dihydroxymethyldiphenyl ether, 4,4'-dihydroxyethyldiphenyl ether, 4,4'-dihydroxymethyldiphenyl sulfide, 4,4'-dihydroxyethyldiphenyl sulfide, 4,4'-dihydroxymethyldiphenyl sulfone, 4,4'-dihydroxyethyldiphenyl sulfone, 4,4'-dihydroxymethyldiphenyl ketone, 4,4'-dihydroxyethyldiphenyl ketone, 4,4'-dihydroxymethyldiphenylpropane, 4,4'-dihydroxyethyldiphenylpropane, bis-(2-hydroxyethyl)-terephthalate, bis-(2-hydroxyethyl)isophthalate, bis-(2-hydroxyethyl)phthalate, glycerol, trimethylol propane, 1,2,6-hexanetriol, 3-methyl-1,3,5-hexanetriol, tris-(2-hydroxyethyl)isocyanurate, pentaerythritol, or mixtures of these organic polyhydric alcohols.
Claim 13
Dependent Claim
96 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein said aromatic tricarboxylic acid or the anhydride thereof is trimellitic acid (or the anhydride thereof), hemimellitic acid (or the anhydride thereof), trimesic acid (or the anhydride thereof), 3,4,3' (or 3,4,4')-diphenyltricarboxylic acid (or the anhydride thereof), 3,4,3' (or 3,4,4')-diphenylmethanetricarboxylic acid (or the anhydride thereof), 3,4,3' (or 3,4,4')-diphenylether tricarboxylic acid (or the anhydride thereof), 3,4,3' (or 3,4,4')-diphenylsulfidetricarboxylic acid (or the anhydride thereof), 3,4,3' (or 3,4,4')-diphenylsulfonetricarboxylic acid (or the anhydride thereof), 3,4,3' (or 3,4,4')-diphenylketonetricarboxylic acid (or the anhydride thereof), 3,4,3' (or 3,4,4')-diphenylpropanetricarboxylic acid (or the anhydride thereof), or mixtures thereof.
Claim 14
Dependent Claim
82 words
The water-soluble heat resistant varnish of claim 1, wherein said divalent organic carboxylic acid or the anhydride thereof is succinic acid, succinic anhydride, adipic acid, malonic acid, sebacic acid, phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid, naphthalene dicarboxylic acid having the formula ##STR38## dicarboxydiphenyl methane, dicarboxydiphenyl ether, dicarboxydiphenyl sulfide, dicarboxydiphenyl sulfone, dicarboxydiphenyl ketone, dicarboxydiphenyl propane having the formula ##STR39## wherein R represents a methylene group, an oxygen atom, a sulfur atom, an -SO 2 - group, a ##STR40## or mixtures thereof.
Claim 15
Dependent Claim
33 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein said 1,2,3,4-butanetetracarboxylic acid or the imide-forming derivative thereof is selected from the group consisting of 1,2,3,4-butanetetracarboxylic acid, 1,2,3,4-butanetetracarboxylic monoanhydride, 1,2,3,4-butanetetracarboxylic dianhydride, and dimethyl 1,2,3,4-butanetetracarboxylate.
Claim 16
Dependent Claim
88 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein said organic diamine (C) is represented by the formula H.sub.2 N--R.sub.2 --NH.sub.2 in which R 2 is selected from the group consisting of -CH.sub.2).sub.n1 n.sbsb.1 wherein n 1 is an integer of 1 to 6, ##STR41## wherein R' 3 is selected from the group consisting of --CH 2 --, --O--, --S--, --SO 2 --, --CO--, ##STR42## and R 4 is selected from the group consisting of a hydrogen atom, an alkoxy group, an alkyl group and a halogen atom.
Claim 17
Dependent Claim
91 words
The water-soluble heat-resistant insulating varnish of claim 10, wherein said organic diamine reacted with the said anhydride is represented by the formula H.sub.2 N--R.sub.2 --NH.sub.2 in which R 2 is selected from the group consisting of -CH.sub.2).sub.n.sbsb.1 wherein n 1 is an integer of 1 to 6, ##STR43## wherein R' 3 is selected from the group consisting of --CH 2 --, --O--, --S--, --SO 2 --, --CO--, ##STR44## and R 4 is selected from the group consisting of a hydrogen atom, an alkoxy group, an alkyl group and a halogen atom.
Claim 18
Dependent Claim
27 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein the equivalent ratio (OH/COOH) between the polyhydric alcohol component and the polycarboxylic acid component is 1.15 to 1.95.
Claim 19
Dependent Claim
21 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein the acid value of the carboxyl-containing polyesterimide resin is 50 to 120.
Claim 20
Dependent Claim
44 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein the reaction product of (A) a carboxyl-containing polyesterimide resin, (b) 1,2,3,4-butanetetracarboxylic acid or an imide-forming derivative thereof and (C) an organic diamine has an acid value in the range of from about 30 to 150.
Claim 21
Dependent Claim
36 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein said resin is dissolved with a volatilizable basic compound in an amount of about 0.3 to 3 equivalents based on the residual carboxyl groups in said resin.
Claim 22
Dependent Claim
17 words
The water-soluble heat-resistant insulating varnish of claim 1, which has a pH of from 6 to 8.
Claim 23
Dependent Claim
55 words
The water-soluble heat-resistant insulating varnish of claim 10, wherein said aromatic tricarboxylic acid anhydride is represented by the general formula (II) ##STR45## in which R 1 is selected from the group consisting of ##STR46## wherein R 3 is selected from the group consisting of --CH 2 --, --O--, --S--, --SO 2 --, --CO-- and ##STR47##
Claim 24
Dependent Claim
58 words
The water-soluble heat-resistant insulating varnish of claim 22, wherein said aromatic tricarboxylic acid anhydride is selected from the group consisting of trimellitic anhydride, hemimellitic anhydride, 3,4,3' (or 3,4,4')-diphenyltricarboxylic anhydride, 3,4,3' (or 3,4,4')-diphenylmethanetricarboxylic anhydride, 3,4,3' (or 3,4,4')-diphenylethertricarboxylic anhydride, 3,4,3' (or 3,4,4')-diphenylsulfidetricarboxylic anhydride, 3,4,3' (or 3,4,4')-diphenylsulfonetricarboxylic anhydride, 3,4,3' (or 3,4,4')-diphenylketonetricarboxylic anhydride, 3,4,3' (or 3,4,4')-diphenylpropanetricarboxylic anhydride, and mixtures of these anhydrides.
Claim 25
Dependent Claim
35 words
The water-soluble heat-resistant insulating varnish of claim 1, wherein the amount of the imide ring-containing glycol of the general formula (I) among the total amount of the (A) component is 30 to 60% by weight.
Claim 26
Dependent Claim
40 words
The water-soluble heat-resistant insulating varnish of claim 4, wherein the amount of said organic metal compound is 0.1 to 5.0 parts by weight per 100 parts by weight of said resin comprising the reaction product of (A), (B) and (C).
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-07-17 | 1982-01-16 | 1982-07-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-17 | 1986-01-16 | 1986-07-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-17 | 1990-01-16 | 1990-07-18 | $7700.00 | Window Closed / Lapsed |