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US4237251A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyesteramides and process for producing the same

Assignee: Resonac Corp
•
Filing: 1979-01-11
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Granted: 1980-12-02
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Expires: 1999-01-11
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Abstract

Abstract Polyesteramides produced by reacting in the first step an aromatic monoalkyl dicarboxylate with an aromatic diisocyanate in the presence or absence of one or more monoalkyl dicarboxylates and/or diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR1## wherein R 1 is alkyl; and R 2 is a divalent aromatic residue, or a mixture of dialkyl diamidedicarboxylates containing the compound of the formula (II), and reacting in the second step the compound of the formula (II) or the mixture containing the compound of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alcohols, (b) one or more polyhydric alcohols and polyvalent carboxylic acids, and (c) one or more polyhydric alcohols and a linear polyester have improved heat resistance as well as excellent mechanical properties and can be used, e.g., for enamelled wire.

Inventors

  • 👤 Toshiaki Ishimaru
  • 👤 Hiroshi Nishizawa
  • 👤 Yuichi Osada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 09:01
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/44; H; H01; H01B; H01B3/00; H01B3/18; H01B3/30; H01B3/303; H01B3/305; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31605

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 159 words
A process for producing a polyesteramide which comprises (i) reacting one or more aromatic monoalkyl dicarboxylates of the formula: ##STR6## wherein R 1 is alkyl; with one or more aromatic diisocyanates in the presence or absence of one or more monoalkyl dicarboxylates and/or one or more diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR7## wherein R 1 is as defined above; and R 2 is a divalent aromatic residue, or to produce a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II), and (ii) reacting the aromatic dialkyl diamidedicarboxylate of the formula (II) or a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alchols, (b) one or more polyhydric alcohols and one or more polyvalent carboxylic acids or esters thereof, and (c) one or more polyhydric alcohols and a linear polyester.
Claim 2
Dependent Claim 159 words
A process for producing a polyesteramide which comprises (i) reacting one or more aromatic monoalkyl dicarboxylates of the formula: ##STR6## wherein R 1 is alkyl; with one or more aromatic diisocyanates in the presence or absence of one or more monoalkyl dicarboxylates and/or one or more diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR7## wherein R 1 is as defined above; and R 2 is a divalent aromatic residue, or to produce a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II), and (ii) reacting the aromatic dialkyl diamidedicarboxylate of the formula (II) or a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alchols, (b) one or more polyhydric alcohols and one or more polyvalent carboxylic acids or esters thereof, and (c) one or more polyhydric alcohols and a linear polyester.
Claim 3
Dependent Claim 22 words
A process according to claim 1, wherein the aromatic monoalkyl dicarboxylate of the formula (I) is monomethyl or monoethyl terephthalate or isophthalate.
Claim 4
Dependent Claim 22 words
A process according to claim 1, wherein the aromatic diisocyanate is 4,4'-diphenylmethane diisocyanate, tolylene diisocyanate, xylylene diisocyanate or a blocked isocyanate thereof.
Claim 5
Dependent Claim 49 words
A process according to claim 1, wherein the amount of the aromatic dialkyl diamidedicarboxylate of the formula (II) alone or in the mixture (III) of dialkyl diamidedicarboxylates containing the compound of the formula (II) is 15 equivalent % or more based on the total amount of the acid component.
Claim 6
Dependent Claim 21 words
A process according to claim 1, wherein 40 equivalent % or more of tris(2-hydroxyethyl) isocyanurate is present in the polyhydric alcohol.
Claim 7
Dependent Claim 20 words
A process according to claim 1, wherein the polyhydric alcohol in the component (a), (b) or (c) is tris(2-hydroxyethyl) isocyanurate.
Claim 8
Dependent Claim 46 words
A process according to claim 1, wherein 1.0 mole of the aromatic dialkyl diamidedicarboxylate of the formula (II) alone or in the mixture (III) is reacted with 1.3-2.0 moles of tris(2-hydroxyethyl) isocyanurate followed by the reaction with one or more polyhydric alcohols and polyvalent carboxylic acids.
Claim 9
Dependent Claim 87 words
A process according to claim 1, wherein the aromatic dialkyl diamidedicarboxylate of the formula (II) alone or in the mixture (III) in an amount of 15 equivalent % or more based on the total amount of the acid component is reacted with tris(2-hydroxyethyl) isocyanurate in an amount of 40 equivalent % or more based on the total amount of the alcohol component and at least one polyvalent carboxylic acid in an amount of 85 equivalent % or less based on the total amount of the acid component.
Claim 10
Dependent Claim 30 words
A process according to claim 1, 7 or 8, wherein the polyvalent carboxylic acid is terephthalic acid or its lower alkyl ester or isophthalic acid or its lower alkyl ester.
Claim 11
Dependent Claim 29 words
A process according to claim 1, or 6, wherein the polyvalent carboxylic acid is an imidedicarboxylic acid of the formula: ##STR8## wherein R 3 is a divalent organic group.
Claim 12
Dependent Claim 12 words
A process according to claim 10, wherein the imidedicarboxylic acid is ##STR9##
Claim 13
Dependent Claim 84 words
A process according to claim 10, wherein the aromatic dialkyl diamidedicarboxylate of the formula (II) alone or in the mixture (III) in an amount of 10-95 equivalent % based on the total amount of the acid compound and the imidedicarboxylic acid of the formula (IV) in an amount of 5-50 equivalent % based on the total amount of the acid component are used and an alcohol surplus percentage of the polyhydric alcohol in the range of 5-80% is applied to the second step reaction.
Claim 14
Dependent Claim 30 words
A process according to claim 1, wherein the linear polyester is a polymer or copolymer of terephthalic acid or its derivative or isophthalic acid or its derivative and ethylene glycol.
Claim 15
Dependent Claim 53 words
A process according to claim 1, 6 or 13, wherein 10-45% by weight of the aromatic dialkyl diamidedicarboxylate of the formula (II) or the mixture (III), 25-45% by weight of tris(2-hydroxyethyl) isocyanurate and 10-65% by weight of the linear polyester, the total being 100% by weight, are reacted in the second step reaction.
Claim 16
Dependent Claim 27 words
A process according to claim 1, 2 or 3, wherein the first step reaction is carried out at a temperature of 80° C.-240° C. in a solvent.
Claim 17
Dependent Claim 25 words
A process according to claim 1, 7, 8 or 12, wherein the second step reaction is carried out at a temperature of 160° C.-250° C.
Claim 18
Dependent Claim 162 words
A polyesteramide obtained by reacting in the first step one or more aromatic monoalkyl dicarboxylates of the formula: ##STR10## wherein R 1 is alkyl; with one or more aromatic diisocyanates in the presence or absence of one or more monoalkyl dicarboxylates and/or one or more diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR11## wherein R 1 is as defined above; and R 2 is a divalent aromatic residue, or to produce a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II), and reacting in the second step the aromatic dialkyl of diamidedicarboxylate of the formula (II) or a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alcohols, (b) one or more polyhydric alcohols and one or more polyvalent carboxylic acids or esters thereof, and (c) one or more polyhydric alcohols and a linear polyester.
Claim 19
Dependent Claim 162 words
A polyesteramide obtained by reacting in the first step one or more aromatic monoalkyl dicarboxylates of the formula: ##STR10## wherein R 1 is alkyl; with one or more aromatic diisocyanates in the presence or absence of one or more monoalkyl dicarboxylates and/or one or more diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR11## wherein R 1 is as defined above; and R 2 is a divalent aromatic residue, or to produce a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II), and reacting in the second step the aromatic dialkyl of diamidedicarboxylate of the formula (II) or a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alcohols, (b) one or more polyhydric alcohols and one or more polyvalent carboxylic acids or esters thereof, and (c) one or more polyhydric alcohols and a linear polyester.
Claim 20
Dependent Claim 171 words
An electrical insulating composition which comprises as a main component an polyesteramide produced by reacting in the first step one or more aromatic monoalkyl dicarboxylates of the formula: ##STR12## wherein R 1 is alkyl; with one or more aromatic diisocyanates in the presence or absence or one or more monoalkyl dicarboxylates and/or one or more diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR13## wherein R 1 is as defined above; and R 2 is a divalent aromatic residue, or to produce a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II), and reacting in the second step the aromatic dialkyl diamidedicarboxylate of the formula (II) or a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alcohols, (b) one or more polyhydric alcohols and one or more polyvalent carboxylic acids or esters thereof, and (c) one or more polyhydric alcohols and a linear polyester.
Claim 21
Dependent Claim 171 words
An electrical insulating composition which comprises as a main component an polyesteramide produced by reacting in the first step one or more aromatic monoalkyl dicarboxylates of the formula: ##STR12## wherein R 1 is alkyl; with one or more aromatic diisocyanates in the presence or absence or one or more monoalkyl dicarboxylates and/or one or more diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR13## wherein R 1 is as defined above; and R 2 is a divalent aromatic residue, or to produce a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II), and reacting in the second step the aromatic dialkyl diamidedicarboxylate of the formula (II) or a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alcohols, (b) one or more polyhydric alcohols and one or more polyvalent carboxylic acids or esters thereof, and (c) one or more polyhydric alcohols and a linear polyester.
Claim 22
Dependent Claim 169 words
An electrical conductor having an insulating coating consisting essentially of a polyesteramide resin prepared by reacting in the first step one or more aromatic monoalkyl dicarboxylates of the formula: ##STR14## wherein R 1 is alkyl; with one or more aromatic diisocyanates in the presence or absence of one or more monoalkyl dicarboxylates and/or one or more diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR15## wherein R 1 is as defined above; and R 2 is a divalent aromatic residue, or to produce a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II), and reacting in the second step the aromatic dialkyl diamidedicarboxylate of the formula (II) or a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alcohols, (b) one or more polyhydric alcohols and one or more polyvalent carboxylic acid, and (c) one or more polyhydric alcohols and a linear polyester.
Claim 23
Dependent Claim 169 words
An electrical conductor having an insulating coating consisting essentially of a polyesteramide resin prepared by reacting in the first step one or more aromatic monoalkyl dicarboxylates of the formula: ##STR14## wherein R 1 is alkyl; with one or more aromatic diisocyanates in the presence or absence of one or more monoalkyl dicarboxylates and/or one or more diisocyanates to produce an aromatic dialkyl diamidedicarboxylate of the formula: ##STR15## wherein R 1 is as defined above; and R 2 is a divalent aromatic residue, or to produce a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II), and reacting in the second step the aromatic dialkyl diamidedicarboxylate of the formula (II) or a mixture (III) of dialkyl diamidedicarboxylates containing the aromatic dialkyl diamidedicarboxylate of the formula (II) with one member selected from the group consisting of (a) one or more polyhydric alcohols, (b) one or more polyhydric alcohols and one or more polyvalent carboxylic acid, and (c) one or more polyhydric alcohols and a linear polyester.
Claim 24
Dependent Claim 42 words
A process according to claim 1, wherein monomethyl terephthalate is initially reacted with a mixture of 4,4'-diphenylmethane diisocyanate and tolylene diisocyanate to form an aromatic dialkyl diamidedicarboxylate which is subsequently reacted with a mixture of ethylene glycol and tris(2-hydroxyethyl)isocyanurate and dimethyl terephthalate.
Claim 25
Dependent Claim 34 words
A polyesteramide according to claim 17, which is obtained by reacting monomethyl terephthalate with 4,4'-diphenylmethane diisocyanate and tolylene diisocyanate and thereafter the resulting reaction product is reacted with ethylene glycol, tris(2-hydroxyethyl)isocyanurate and dimethyl terephthalate.
Claim 26
Dependent Claim 48 words
The electrical insulating composition of claim 18, wherein said polyesteramide is produced by reacting monomethyl terephthalate with 4,4'-diphenylmethane diisocyanate and tolylene diisocyanate to provide a reaction product containing an aromatic dialkyl diamidedicarboxylate and this aromatic dialkyl diamidedicarboxylate is subsequently reacted with ethylene glycol, tris(2-hydroxyethyl) isocyanurate and dimethyl terephthalate.

References Cited (Backward Citations)

US3928290A Cited
US4018736A Cited
US4169825A Cited
US4121266A Cited
US4117032A Cited
US4165307A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-12-02 1984-06-02 1984-12-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-12-02 1988-06-02 1988-12-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-12-02 1992-06-02 1992-12-02 $7700.00 Window Closed / Lapsed

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