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US4128525A Expired / Lapsed US ⏱️ 0.0 years remaining

Thermoplastic adhesives

Assignee: Texaco Development Corp
•
Filing: 1976-02-20
•
Granted: 1978-12-05
•
Expires: 1996-02-20
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Abstract

Abstract Novel thermoplastic adhesive components, prepared from inexpensive and readily available synthetic materials, having melting points between about 20° C. to about 180° C. and broad ranges of hardness, flexibility and compatibility are disclosed. The novel thermoplastic compounds useful in adhesive formulations are comprised of a resinous polyamide reaction product of a polyoxypropylene polyamine having an average molecular weight of from about 190 to about 3,000 and being selected from diamines, triamines, or mixtures thereof, piperazine and an aliphatic or aromatic dicarboxylic acid, ester or anhydride having from about 4 to about 20 carbon atoms per molecule. The resinous polyamide reaction product is prepared by mixing and reacting the polyoxypropylene polyamine, piperazine, and dicarboxylic acid materials in a total amine:acid molar ratio within the range of from about 0.25:1.0 to about 4.0:1.0 at a temperature of from about 175° C. to about 270° C. The inventive thermoplastic polyamides can be formulated with compatible plasticizing agents to prepare a useful adhesive to which can also be added other components, such as a minor amount of a polyepoxide resin having an epoxide equivalent weight of about 150 to about 600, fillers and the like to produce thermoplastic adhesive formulations having desired hardness, flexibility and compatibility that are capable of bonding together a variety of substrates.

Inventors

  • 👤 Ernest L. Yeakey
  • 👤 Harold G. Waddill

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 10:48
CPC Classifications
C; C09; C09J; C09J177/00; C08; C08G; C08G69/00; C08G69/40; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31515; Y10T428/31725

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 81 words
An improved thermoplastic adhesive formulation comprising a plasticizer, compatible with a polyamide polymer, said polyamide polymer comprising: a resinous polyamide reaction product having a molecular weight less than about 10,000 and being prepared from a polyoxypropylene polyamine selected from the group consisting of diamines, triamines and mixtures thereof, and having an average molecular weight of about 200 to about 3,000, piperazine and an aliphatic or aromatic dicarboxylic acid, ester or anhydride having about 4 to about 20 carbon atoms per molecule.
Claim 2
Dependent Claim 81 words
An improved thermoplastic adhesive formulation comprising a plasticizer, compatible with a polyamide polymer, said polyamide polymer comprising: a resinous polyamide reaction product having a molecular weight less than about 10,000 and being prepared from a polyoxypropylene polyamine selected from the group consisting of diamines, triamines and mixtures thereof, and having an average molecular weight of about 200 to about 3,000, piperazine and an aliphatic or aromatic dicarboxylic acid, ester or anhydride having about 4 to about 20 carbon atoms per molecule.
Claim 3
Dependent Claim 73 words
The formulation of claim 1 wherein said resinous polyamide reaction product is further characterized by its preparation carried out by mixing and reacting said polyoxypropylene polyamine, piperazine and aliphatic or aromatic dicarboxylic acid, ester or anhydride in amounts sufficient to provide a molar ratio of total amine:acid compound in the range of from about 0.25:1.0 to about 4.0:1.0 at a temperature within the range of from about 175° C. to about 270° C.
Claim 4
Dependent Claim 29 words
The formulation of claim 1 wherein said piperazine is present in an amount of up to about 80 molar percent, based upon the total molar amount of amine present.
Claim 5
Dependent Claim 33 words
The formulation of claim 1 wherein said resinous polyamide reaction product is the reaction product 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 2 to 40.
Claim 6
Dependent Claim 32 words
The formulation of claim 1 wherein said aliphatic or aromatic dicarboxylic acid, ester or anhydride is selected from the group consisting of isophthalic acid, dimethylterephthalate, terephthalic acid, phthalic anhydride, and mixtures thereof.
Claim 7
Dependent Claim 58 words
The formulation of claim 1 wherein said resinous polyamide reaction product is the reaction product 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 2 to 40, piperazine, and said dicarboxylic acid, ester or anhydride is selected from the group consisting of isophthalic acid, dimethylterephthalate, terephthalic acid, phthalic anhydride, and mixtures thereof.
Claim 8
Dependent Claim 30 words
The formulation of claim 6 wherein said piperazine is present in an amount of from about 30 to about 70 molar percent, based upon the total amount of amine present.
Claim 9
Dependent Claim 26 words
The formulation of claim 1 which includes about 5 to about 50 weight percent based upon the weight of the formulation of said compatible plasticizing agent.

References Cited (Backward Citations)

US3499853A Cited
US3454534A Cited
US3384681A Cited
US3549724A Cited
US3509106A Cited
US3514498A Cited
US3556927A Cited
US3655821A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-12-04 1982-06-05 1982-12-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-12-04 1986-06-05 1986-12-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-12-04 1990-06-05 1990-12-05 $7700.00 Window Closed / Lapsed

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