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US4946933A Expired / Lapsed US ⏱️ 0.0 years remaining

Elastomeric polyamide hot melt adhesive from low molecular weight polyoxyethylene diamine

Assignee: Huntsman Corp
•
Filing: 1989-02-27
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Granted: 1990-08-07
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Expires: 2009-02-27
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Abstract

Abstract Novel thermoplastic adhesive components prepared from polyoxyethylene diamines, dimer acids and dicarboxylic acids having a wide range of predictable softening points depending upon the molar ratio of the components. Especially interesting products are synthesized employing JEFFAMINE® EDR-148 and JEFFAMINE® EDR-192 produced by Texaco Chemical Co. The adhesives can be used as self adhesive materials or as tackifiers for other adhesives.

Inventors

  • 👤 George P. Speranza
  • 👤 Wei-Yang Su

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 21:49
CPC Classifications
C; C09; C09J; C09J177/00; C09J177/06; C08; C08G; C08G69/00; C08G69/02; C08G69/26; C08G69/34; C08L; C08L77/00; C08L77/06; C08L77/08; C09J163/00

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 119 words
A process for preparing a polyamide useful as a hot melt adhesive having a wide range of softening points comprising the steps of: mixing and reacting (1) a polyoxyethylene amine having an average molecular weight of about 148 to about 230 and mixtures thereof; (2) a dimer acid having greater than or equal to 36 carbons, and (3) a short chain dicarboxylic acid at a temperature of 170°-280° C. for a time period of from about 2 to 10 hours, admixing said polyoxyalkylene amine, dimer and short chain dicarboxylic acid in amounts sufficient to provide a molar ratio of total amine present to acid present of from about 0.8:1.0 to about 1.25:1.0, and recovering the resulting polyamide reaction product.
Claim 2
Dependent Claim 119 words
A process for preparing a polyamide useful as a hot melt adhesive having a wide range of softening points comprising the steps of: mixing and reacting (1) a polyoxyethylene amine having an average molecular weight of about 148 to about 230 and mixtures thereof; (2) a dimer acid having greater than or equal to 36 carbons, and (3) a short chain dicarboxylic acid at a temperature of 170°-280° C. for a time period of from about 2 to 10 hours, admixing said polyoxyalkylene amine, dimer and short chain dicarboxylic acid in amounts sufficient to provide a molar ratio of total amine present to acid present of from about 0.8:1.0 to about 1.25:1.0, and recovering the resulting polyamide reaction product.
Claim 3
Dependent Claim 37 words
A process in accordance with claim 1 wherein said polyoxyethylene diamine is selected from the group consisting of: H.sub.2 NCH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --OCH.sub.2 CH.sub.2 --NH.sub.2 and H.sub.2 NCH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --OCH.sub.2 CH.sub.2 NH.sub.2
Claim 4
Dependent Claim 27 words
A process in accordance with claim 1 wherein said short chain dicarboxylic acid is selected from the group consisting of adipic, sebacic, azelaic, dodecanedioic acid and glutaric.
Claim 5
Dependent Claim 28 words
A process in accordance with claim 1 wherein the dimer acid is selected from the group consisting of C- 36 dicarboxylic acids derived from tall oil fatty acids.
Claim 6
Dependent Claim 47 words
The process of claim 1 further comprising adding up to about 50 molar percent, based upon the total molar amount of amine, of a polyoxypropylene diamine of the formula: NH.sub.2 (HCCH.sub.3)CH.sub.2 --OCH.sub.2 CH(CH.sub.3)--.sub.x NH.sub.2 where x is about 2 and having a molecular weight of approximately 230.
Claim 7
Dependent Claim 86 words
A resinous polyamide reaction product comprising the polyamide reaction product of: a. a diamine from the group consisting of 10 to 50 mole percent polyethylene glycol diamine from the group consisting of triethylene glycol diamine and tetraethylene glycol diamine and 0 to 25 mole percent polyoxypropylene diamine; b. 10 to 40 mole percent dimer acid containing 36 or more carbon atoms; and c. 10 to 40 mole percent short-chain dicarboxylic acid selected from the group consisting of adipic, sebacic, dodecanedioic azaleic, glutaric acids and mixtures thereof.
Claim 8
Dependent Claim 86 words
A resinous polyamide reaction product comprising the polyamide reaction product of: a. a diamine from the group consisting of 10 to 50 mole percent polyethylene glycol diamine from the group consisting of triethylene glycol diamine and tetraethylene glycol diamine and 0 to 25 mole percent polyoxypropylene diamine; b. 10 to 40 mole percent dimer acid containing 36 or more carbon atoms; and c. 10 to 40 mole percent short-chain dicarboxylic acid selected from the group consisting of adipic, sebacic, dodecanedioic azaleic, glutaric acids and mixtures thereof.
Claim 9
Dependent Claim 57 words
A thermoplastic adhesive formulation comprising: a resinous polyamide reaction product having a molecular weight varying from 900 to less than about 10,000 comprising the polyamide reaction product of a polyoxyethylene diamine having an average molecular weight of about 148 to about 230, a dimer acid having 36 or more carbon atoms and a short chained dicarboxylic acid.
Claim 10
Dependent Claim 57 words
A thermoplastic adhesive formulation comprising: a resinous polyamide reaction product having a molecular weight varying from 900 to less than about 10,000 comprising the polyamide reaction product of a polyoxyethylene diamine having an average molecular weight of about 148 to about 230, a dimer acid having 36 or more carbon atoms and a short chained dicarboxylic acid.
Claim 11
Dependent Claim 67 words
The formulation of claim 7 wherein said resinous polyamide reaction product is further characterized by its preparation carried out by mixing and reacting said polyoxyethylene diamine, dimer acid and dicarboxylic acid in amounts sufficient to provide a molar ratio of total amine: acid compound in the range of from about 0.8:1.0 to about 1.25:1.0 at a temperature within the range of from about 170° to 280° C.
Claim 12
Dependent Claim 51 words
The formulation of claim 7 where in said polyoxyethylene diamine is from the group consisting of an amine terminated triethylene glycol having the formula: H.sub.2 NCH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --NH.sub.2 and an amine terminated tetraethylene glycol having the formula: H.sub.2 NCH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --NH.sub.2.
Claim 13
Dependent Claim 23 words
The formulation of claim 7 wherein said dicarboxylic acid is selected from the group consisting of adipic, sebacic, azelaic dodecanedioic acid and glutaric.
Claim 14
Dependent Claim 45 words
The composition of claim 7 further comprising up to 50 molar percent, based on the total molar amount of amine, of a polyoxypropylene diamine of the formula: NH.sub.2 (HCCH.sub.3)CH.sub.2 --OCH.sub.2 CH(CH.sub.3)--.sub.x NH.sub.2 where x is about 2 and having a molecular weight of approximately 230.

References Cited (Backward Citations)

US4062820A Cited
US4356300A Cited
US4740582A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-08-06 1994-02-05 1994-08-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-08-06 1998-02-05 1998-08-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-08-06 2002-02-05 2002-08-07 $7700.00 Window Closed / Lapsed

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