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US4420602A Expired / Lapsed US ⏱️ 0.0 years remaining

Melt-polymerization process for the preparation of thermoplastic polyamides and polyesteramides

Assignee: Dow Chemical Co
•
Filing: 1982-09-27
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Granted: 1983-12-13
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Expires: 2002-09-27
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Abstract

Abstract A melt-polymerization process is described for the preparation of thermoplastic polyamides and polyesteramides by reaction of the appropriate organic diisocyanate and dicarboxylic acid or difunctional carboxylic acid-terminated polyol. The process, which can be conducted in a batch or continuous manner, comprises the steps of admixing the reactants (preferably in the liquid state), heating the mixed reactants at reaction temperature in a manner such that eliminated carbon dioxide can be vented freely, allowing the reaction to proceed until approximately 25-95 percent (preferably at least 50 percent) of the theoretical carbon dioxide has been eliminated and reducing the resulting intermediate to a powder before completing the reaction by melting, homogenizing, and devolatilizing.

Inventors

  • 👤 Henry W. Bonk
  • 👤 II Robert G. Nelb
  • 👤 Richard W. Oertel, III

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 00:15
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/0895; C08G18/28; C08G18/30; C08G18/34; C08G18/341; C08G18/40; C08G18/42; C08G18/4263

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 125 words
A process for the preparation, in the absence of inert organic solvent, of a thermoplastic polymer which is characterized by a recurring amide linkage which process comprises the steps of: intimately mixing an organic diisocyanate and a dicarboxylic acid in substantially stoichiometric proportions; subjecting the reaction mixture to a temperature in the range of about 100° C. to about 230° C. until from about 25 to about 95 percent of the theoretical amount of carbon dioxide necessary to achieve complete reaction has been evolved; and completing the formation of the thermoplastic polymer by melting the intermediate so formed and homogenizing and degassing the melt at a temperature in the range of above about 230° C. but below that at which degradation of the polymer occurs.
Claim 2
Dependent Claim 125 words
A process for the preparation, in the absence of inert organic solvent, of a thermoplastic polymer which is characterized by a recurring amide linkage which process comprises the steps of: intimately mixing an organic diisocyanate and a dicarboxylic acid in substantially stoichiometric proportions; subjecting the reaction mixture to a temperature in the range of about 100° C. to about 230° C. until from about 25 to about 95 percent of the theoretical amount of carbon dioxide necessary to achieve complete reaction has been evolved; and completing the formation of the thermoplastic polymer by melting the intermediate so formed and homogenizing and degassing the melt at a temperature in the range of above about 230° C. but below that at which degradation of the polymer occurs.
Claim 3
Dependent Claim 19 words
A process according to claim 1 wherein the homogenizing of the melt is achieved by extrusion of the polymer.
Claim 4
Dependent Claim 32 words
A process according to claim 1 in which the heating of the initial reaction mixture is continued until at least 50 percent of the theoretical amount of carbon dioxide has been evolved.
Claim 5
Dependent Claim 20 words
A process according to claim 1 wherein the organic diisocyanate and the dicarboxylic acid are admixed in the molten state.
Claim 6
Dependent Claim 35 words
A process according to claim 1 wherein the dicarboxylic acid is selected from the group consisting of aromatic dicarboxylic acids, aliphatic dicarboxylic acids, carboxylic acid-terminated polyols and mixtures of any two or more such acids.
Claim 7
Dependent Claim 29 words
A process according to claim 1 wherein the heating of the initial mixture of reactants is carried out in a reaction zone from which evolved gases are readily vented.
Claim 8
Dependent Claim 40 words
A process according to claim 6 wherein said reaction zone comprises an open tray which is heated to a temperature such that the temperature of the reaction mixture lies within the range of about 100° C. to about 230° C.
Claim 9
Dependent Claim 196 words
A continuous process for the preparation, in the absence of an inert organic solvent, of a thermoplastic polymer which is characterized by a recurring amide linkage which process comprises the steps of: continuously feeding an organic diisocyanate and a dicarboxylic acid in the liquid state and in substantially stoichiometric proportions to a mixing zone at a temperature less than that at which any significant reaction occurs; mixing said reactants in said mixing zone and continuously passing said mixed reactants to a continuously moving endless conveyor belt; passing said mixed reactants on said moving conveyor belt through a heating zone maintained at a temperature in the range of about 100° C. to about 230° C. the residence time in said heating zone being adjusted so that between about 25 percent to about 95 percent of the theoretical amount of carbon dioxide necessary to achieve complete reaction has been evolved; continuously conveying the intermediate so produced to a comminution zone and subjecting the product to comminution; and completing the formation of the desired polymer by continuously melt extruding the comminuted material at a temperature above about 230° C. but below that at which degradation of the polymer occurs.
Claim 10
Dependent Claim 196 words
A continuous process for the preparation, in the absence of an inert organic solvent, of a thermoplastic polymer which is characterized by a recurring amide linkage which process comprises the steps of: continuously feeding an organic diisocyanate and a dicarboxylic acid in the liquid state and in substantially stoichiometric proportions to a mixing zone at a temperature less than that at which any significant reaction occurs; mixing said reactants in said mixing zone and continuously passing said mixed reactants to a continuously moving endless conveyor belt; passing said mixed reactants on said moving conveyor belt through a heating zone maintained at a temperature in the range of about 100° C. to about 230° C. the residence time in said heating zone being adjusted so that between about 25 percent to about 95 percent of the theoretical amount of carbon dioxide necessary to achieve complete reaction has been evolved; continuously conveying the intermediate so produced to a comminution zone and subjecting the product to comminution; and completing the formation of the desired polymer by continuously melt extruding the comminuted material at a temperature above about 230° C. but below that at which degradation of the polymer occurs.
Claim 11
Dependent Claim 32 words
A process according to claim 8 wherein the residence time in said heating zone is adjusted so that at least 50 percent of the theoretical amount of carbon dioxide has been evolved.
Claim 12
Dependent Claim 36 words
A process according to claim 8 wherein the dicarboxylic acid is selected from the group consisting of aromatic dicarboxylic acids, aliphatic dicarboxylic acids, carboxylic acid-terminated polyols and mixtures of any two or more of such acids.
Claim 13
Dependent Claim 28 words
A process according to claim 1 or 8 wherein the organic polyisocyanate is 4,4'-methylenebis(phenyl isocyanate) and the dicarboxylic acid is a mixture of adipic acid and azelaic acid.
Claim 14
Dependent Claim 18 words
A process according to claim 11 wherein the dicarboxylic acid component also comprises a dicarboxylic acid-terminated tetramethylene azelate.
Claim 15
Dependent Claim 31 words
A process according to claim 1 or 8 wherein the organic polyisocyanate is 4,4'-methylenebis(phenyl isocyanate) and the dicarboxylic acid is a mixture of azelaic acid and a dicarboxylic acid-terminated hexamethylene adipate.
Claim 16
Dependent Claim 35 words
A process according to claim 1 or 8 wherein the organic polyisocyanate is 4,4'-methylenebis(phenyl isocyanate) and the dicarboxylic acid component is a mixture of azelaic acid, adipic acid and a dicarboxylic acid terminated tetramethylene azelate.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-12-12 1987-06-13 1987-12-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-12-12 1991-06-13 1991-12-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-12-12 1995-06-13 1995-12-13 $7700.00 Window Closed / Lapsed

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