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US3928290A Expired / Lapsed US ⏱️ 0.0 years remaining

Enameling varnishes based on aromatic carboxylates reacted with polyisocyanates and polyols

Assignee: IFP Energies nouvelles
•
Filing: 1974-03-12
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Granted: 1975-12-23
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Expires: 1994-03-12
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Abstract

Abstract Polymeric composition resulting from the reaction of: AT LEAST ONE ESTER OF AN AROMATIC AMINO-POLYCARBOXYLIC ACID HAVING AT LEAST TWO CARBOXYLIC GROUPS, IN RELATIVE POSITIONS OTHER THAN ORTHO OR PERI, AND AT LEAST ONE AMINE FUNCTION IN ORTHO POSITION WITH RESPECT TO ONE OF THE CARBOXYLIC GROUPS, AT LEAST ONE ESTER OF AN AROMATIC POLYCARBOXYLIC ACID, HAVING AT LEAST TWO CARBOXYLIC GROUPS IN RELATIVE POSITIONS OTHER THAN ORTHO OR PERI, SAID ESTERS OF AMINO POLYCARBOXYLIC ACIDS AMOUNTING TO 20 TO 60 % AND SAID ESTERS OF POLYCARBOXYLIC ACIDS AMOUNTING TO 40 TO 80 % OF THE CARBOXYLIC GROUPS, AT LEAST ONE POLYISOCYANATE COMPOUND, IN A PROPORTION CORRESPONDING, IN ISOCYANATE EQUIVALENTS, TO 90-200 % OF THE AMINE GROUPS; AND AT LEAST ONE POLYHYDROXY COMPOUND, AT LEAST A PART OF WHICH CONSISTS OF AT LEAST ONE POLYOL CONTAINING AT LEAST THREE HYDROXY GROUPS, IN SUCH A PROPORTION THAT THE SUM OF THE HYDROXY GROUPS AND AMINE GROUPS IS HIGHER THAN THE SUM OF THE ESTER GROUPS AND ISOCYANATE GROUPS.

Inventors

  • 👤 Choua Cohen
  • 👤 Bruno Durif-Varambon
  • 👤 Robert Salle
  • 👤 Bernard Sillion

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 14:26
CPC Classifications
H; H01; H01B; H01B3/00; H01B3/18; H01B3/30; H01B3/302; C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/32; C08G18/3203; C08G18/38; C08G18/3819; C08G18/3821; C08G18/40; C08G18/60; C08G18/606; C09; C09D; C09D175/00; C09D175/04

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 196 words
A POLYMERIC COMPOSITION OBTAINED BY REACTING SIMULTANEOUSLY IN SOLUTION: A. AT LEAST ONE ESTER OF AN AROMATIC AMINOPOLYCARBOXYLIC ACID HAVING AT LAST 2 CARBOXYLIC GROUPSIN RELATIVE POSITION OTHER THAN ORTHO OR PERI, AND AT LEAST ONE AMINE FUNCTION IN ORTHO POSITION WITH RESPECT TO ONE OF THE CARBOXYLIC GROUPS; B. AT LEAST ON ESTER OF AN AROMATIC POLYCARBOXYLIC ACID, HAVING AT LEAST TWO CARBOXYLIC GROUPS IN RELATIVE POSITIONS OTHER THAN ORTHO OR PERI, WITH THE PROVISION THAT OF THE TOTAL OF CARBOXYLIC ACID GROUPS OF (A) AND (B), SAID AT LEAST ONE ESTER OF AN AROMATIC AMINO POLYCARBOXYLIC ACID AMOUNTS TO 20 TO 60% OF SAID TOTAL AND SAID AT LEAST ONE ESTER OF AN AROMATIC POLYCARBOXYLIC ACID AMOUNTS TO 40 TO 80% OF SAID TOTAL; C. AT LEAST ONE POLYISOCYANATE COMPOUND, IN A PROPORTION CORRESPONDING, IN ISOCYANATE EQUIVALENTS, TO 90-200% OF THE AMINE GROUPS; AND D. AT LEAST ONE POLYHYDROXY COMPOUND, AT LEAST A PART OF WHICH CONSISTS OF AT LEAST ONE POLYOL CONTAINING AT LEAST THREE HYDROXY GROUPS, IN SUCH A PROPORTION THAT THE SUM OF THE HYDROXY GROUPS AND AMINE GROUPS IS HIGHER THAN THE SUM OF THE ESTER GROUPS AND ISOCYANATE GROUPS.
Claim 2
Dependent Claim 196 words
A POLYMERIC COMPOSITION OBTAINED BY REACTING SIMULTANEOUSLY IN SOLUTION: A. AT LEAST ONE ESTER OF AN AROMATIC AMINOPOLYCARBOXYLIC ACID HAVING AT LAST 2 CARBOXYLIC GROUPSIN RELATIVE POSITION OTHER THAN ORTHO OR PERI, AND AT LEAST ONE AMINE FUNCTION IN ORTHO POSITION WITH RESPECT TO ONE OF THE CARBOXYLIC GROUPS; B. AT LEAST ON ESTER OF AN AROMATIC POLYCARBOXYLIC ACID, HAVING AT LEAST TWO CARBOXYLIC GROUPS IN RELATIVE POSITIONS OTHER THAN ORTHO OR PERI, WITH THE PROVISION THAT OF THE TOTAL OF CARBOXYLIC ACID GROUPS OF (A) AND (B), SAID AT LEAST ONE ESTER OF AN AROMATIC AMINO POLYCARBOXYLIC ACID AMOUNTS TO 20 TO 60% OF SAID TOTAL AND SAID AT LEAST ONE ESTER OF AN AROMATIC POLYCARBOXYLIC ACID AMOUNTS TO 40 TO 80% OF SAID TOTAL; C. AT LEAST ONE POLYISOCYANATE COMPOUND, IN A PROPORTION CORRESPONDING, IN ISOCYANATE EQUIVALENTS, TO 90-200% OF THE AMINE GROUPS; AND D. AT LEAST ONE POLYHYDROXY COMPOUND, AT LEAST A PART OF WHICH CONSISTS OF AT LEAST ONE POLYOL CONTAINING AT LEAST THREE HYDROXY GROUPS, IN SUCH A PROPORTION THAT THE SUM OF THE HYDROXY GROUPS AND AMINE GROUPS IS HIGHER THAN THE SUM OF THE ESTER GROUPS AND ISOCYANATE GROUPS.
Claim 3
Dependent Claim 20 words
A composition according to claim 1, in which the esters of amino-polycarboxylic acids aNd polycarboxylic acids are lower alkyl esters.
Claim 4
Dependent Claim 80 words
A composition according to claim 2, in which the lower alkyl ester of amino-polycarboxylic acid is a lower alkyl ester of amino-terephthalic acid, 2-amino-5-bromo-terephthalic acid, 2-amino-isophthalic acid, 2-amino-5-methyl-isophthalic acid, 3-amino-4,4''-diphenyl-dicarboxylic acid, 3-amino-4,4''-diphenylether-dicarboxylic acid, 3-amino-4,4''-diphenylmethane-dicarboxylic acid, 4,4''-diamino-3,3''-diphenyl-dicarboxylic acid, 4,4''-diamino-3,3''diphenyl-methane-dicarboxylic acid or 4,4''-diamino-3,3''-diphenyl-ether-dicarboxylic acid; and the lower alkyl ester of the polycarboxylic acid is a lower alkyl ester of terephthalic acid, isophthalic acid, diphenyl-dicarboxylic acid, diphenyl-ether-dicarboxylic acid, benzophenone dicarboxylic acid, diphenylsulfone-dicarboxylic acid, naphthalene-dicarboxylic acid or a lower alkyl ester of trimesic acid.
Claim 5
Dependent Claim 24 words
Composition according to claim 1, in which the proportion of the polyisocyanate compounds corresponds in isocyanate equivalents, to 100-140 % of the amine groups.
Claim 6
Dependent Claim 57 words
Composition according to claim 1, in which the polyisocyanate compound comprises at least one diisocyanate selected from the group consisting of: the polymethylenediisocyanates of the general formula OCN ( CH2 )n NCO in which n is an integer, the phenylene-diisocyanates, the phenylene diisocyanates substituted with alkyl groups or halogen atoms, 4,4''-diisocyanato-diphenylmethane, 4,4''-diisocyanato-diphenyl ether, 4,4''-diisocyanato-biphenyl and the diisocyanato-naphthalenes.
Claim 7
Dependent Claim 22 words
Composition according to claim 5, in which the polyisocyanate compound further comprises at least one polyisocyanate having a functionality higher than 2.
Claim 8
Dependent Claim 60 words
Composition according to claim 1, in which the polyhydroxy compound comprises at least one polyol containing at least three hydroxy groups and at least one aliphatic or cycloaliphatic diol containing from 2 to 10 carbon atoms and in which the proportion of polyol containing at least three hydroxy groups corresponds, in hydroxy equivalents, to 35-90 % of the carboxylic groups.
Claim 9
Dependent Claim 29 words
A composition according to claim 1, in which the polyol containing at least three hydroxy groups is selected from glycerol, 1,1,1,-trimethylol ethane, 1,1,1-trimethylolpropane, pentaerythritol, sorbitol, mannitol, tris-(hydroxyethyl)-isocyanurate and tris-(hydroxypropyl)-isocyanurate.
Claim 10
Dependent Claim 22 words
A composition according to claim 7, in which the diol is selected from ethyleneglycol, 1,4-butanediol, 1,5-pentanediol, neopentylglycol, 1,6-hexanediol, trimethyl-1,6-hexanediol and 1, 4-cyclohexanediol.
Claim 11
Dependent Claim 26 words
A composition according to claim 1, in which the reaction is conducted at a temperature of from 150* to 250*C in the presence of a catalyst.
Claim 12
Dependent Claim 100 words
A composition according to claim 1, as obtained by the reaction of: methyl amino-terephthalate methyl terephthalate these two esters corresponding respectively to 20 to 60 % and to 40 to 80 % of the ester groups, at least one polyisocyanate compound selected from the group consisting of 4,4''-diisocyanato-diphenylmethane and 4,4''-diisocyanato diphenylether, in a proportion corresponding, in isocyanate equivalents, to 90-200 % of the amine groups, and a polyhydroxy compound containing tris-(hydroxyethyl)-isocyanurate and ethyleneglycol in such a proportion that the sum of the hydroxyl groups and amine groups is higher than the sum of the ester groups and the isocyanate groups.
Claim 13
Dependent Claim 16 words
A composition according to claim 1, further diluted with a solvent or a mixture of solvents.
Claim 14
Dependent Claim 25 words
A composition according to claim 1, which is further reacted with a proportion of 1 to 15 % by weight of at least one polYisocyanate.
Claim 15
Dependent Claim 12 words
A composition according to claim 1, further containing a metal drying agent.
Claim 16
Dependent Claim 13 words
An electric conductor enameled by means of a composition according to claim 1.
Claim 17
Dependent Claim 40 words
A composition according to claim 3, in which the polyol containing at least three hydroxy groups is selected from glycerol, 1,1,1-trimethylol ethane, 1,1,1-trimethylolpropane, pentaerythritol, sorbitol, mannitol, tris-(hydroxyethyl)-isocyanurate and tris-(hydroxypropyl)-isocyanurate; and wherein the polyisocyanate compound is 4,4''-diisocyanato-diphenylmethane or 4,4''-diisocyanato diphenyl ether.
Claim 18
Dependent Claim 12 words
A composition according to claim 10 wherein polyisocyanate compound is 4,4''-diisocyanato-diphenyl ether.
Claim 19
Dependent Claim 13 words
A composition according to claim 10, wherein the polyisocyanate compound is 4,4''-diisocyanato-diphenyl methane.

References Cited (Backward Citations)

US2268586A Cited
US2293388A Cited
US2333639A Cited
US2333922A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-12-22 1979-06-23 1979-12-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-12-22 1983-06-23 1983-12-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-12-22 1987-06-23 1987-12-23 $7700.00 Window Closed / Lapsed

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