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US4229567A Expired / Lapsed US ⏱️ 0.0 years remaining

Copolyamide resins from piperazine and polyoxyalkylene diamine having improved creep resistance

Assignee: Union Camp Corp
•
Filing: 1979-02-02
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Granted: 1980-10-21
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Expires: 1999-02-02
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Abstract

Abstract Copolyamides derived from a mixture of short-chain and long-chain saturated aliphatic dicarboxylic acids, piperazine and a polyoxyalkylene diamine are excellent hot melt adhesives useful with a variety of substrates. These thermoplastic copolyamide resins are particularly useful adhesives for vinyl materials and are resistant to creep.

Inventors

  • 👤 Hubert J. Sharkey

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 01:50
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/02; C08G69/26; C08G69/34; C08G69/40; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31681; Y10T428/31725; Y10T428/3175; Y10T428/31757; Y10T428/31761; Y10T428/31779; Y10T428/31783

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 125 words
A thermoplastic copolyamide adhesive resin having improved creep resistance consisting essentially of the polymeric reaction product of essentially stoichiometric amounts of: (a) a mixture of saturated aliphatic dicarboxylic acids containing a short-chain dicarboxylic acid having from 2 to 7 carbon atoms and a long-chain dicarboxylic acid having from 8 to 14 carbon atoms; (b) piperazine; and (c) a polyoxyalkylene diamine of the general formula ##STR2## where R is hydrogen or a methyl group and m is a positive integer such that the average molecular weight of the polyoxyalkylene diamine is between about 200 and 800; the equivalents ratio of the long- to short-chain dicarboxylic acids ranging from 0.5:0.5 to 0.9:0.1 and the equivalents ratio of the piperazine to polyoxyalkylene diamine ranging from 0.7:0.3 to 0.95:0.05.
Claim 2
Dependent Claim 125 words
A thermoplastic copolyamide adhesive resin having improved creep resistance consisting essentially of the polymeric reaction product of essentially stoichiometric amounts of: (a) a mixture of saturated aliphatic dicarboxylic acids containing a short-chain dicarboxylic acid having from 2 to 7 carbon atoms and a long-chain dicarboxylic acid having from 8 to 14 carbon atoms; (b) piperazine; and (c) a polyoxyalkylene diamine of the general formula ##STR2## where R is hydrogen or a methyl group and m is a positive integer such that the average molecular weight of the polyoxyalkylene diamine is between about 200 and 800; the equivalents ratio of the long- to short-chain dicarboxylic acids ranging from 0.5:0.5 to 0.9:0.1 and the equivalents ratio of the piperazine to polyoxyalkylene diamine ranging from 0.7:0.3 to 0.95:0.05.
Claim 3
Dependent Claim 37 words
The thermoplastic copolyamide adhesive resin of claim 1 which is further characterized by having an acid value less than 10, an amine value less than 20 and softening point in the range 100° C. to 200° C.
Claim 4
Dependent Claim 35 words
The thermoplastic copolyamide adhesive resin of claim 2 wherein the polyoxyalkylene diamine has an average molecular weight from 300 to 600 and the equivalents ratio of piperazine to polyoxyalkylene diamine is between 0.75:0.25 and 0.90:0.10.
Claim 5
Dependent Claim 53 words
The thermoplastic copolyamide adhesive resin of claim 3 wherein the polyoxyalkylene diamine is a polyoxypropylene diamine, the long-chain dicarboxylic acid has from 9 to 12 carbon atoms, the short-chain dicarboxylic acid has from 4 to 6 carbon atoms and the equivalents ratio of long- to short-chain dicarboxylic acids is between 0.65:0.35 and 0.80:0.20.
Claim 6
Dependent Claim 36 words
The thermoplastic copolyamide adhesive resin of claim 4 which is further characterized by having an acid value less than 7, amine value less than 13 and softening point in the range 120° C. to 170° C.
Claim 7
Dependent Claim 24 words
The thermoplastic copolyamide adhesive resin of claim 4 wherein the short-chain dicarboxylic acid is adipic acid and the long-chain dicarboxylic acid is azelaic acid.
Claim 8
Dependent Claim 45 words
The thermoplastic copolyamide adhesive resin of claim 6 which is further characterized by having a softening point in the range 135° C. To 155° C., 190° C. viscosity in the range 125 poise to 300 poise, tensile strength of 1400-1650 psi and elongation of 300-550%.
Claim 9
Dependent Claim 24 words
The thermoplastic copolyamide adhesive resin of claim 4 wherein the short-chain dicarboxylic acid is adipic acid and the long-chain dicarboxylic acid is sebacic acid.
Claim 10
Dependent Claim 187 words
A thermoplastic copolyamide adhesive resin having improved creep resistance consisting essentially of the polymeric reaction product of essentially stoichiometric amounts of a mixture of saturated aliphatic dicarboxylic acids containing a long-chain dicarboxylic acid having from 8 to 14 carbon atoms and a short-chain dicarboxylic acid having from 2 to 7 carbon atoms, the equivalents ratio of long- to short-chain dicarboxylic acids ranging from 0.5:0.5 to 0.9:0.1, and a mixture of piperazine and a polyoxyalkylene diamine of the formula ##STR3## where R is hydrogen or a methyl group and m is a positive integer such that the average molecular weight of the polyoxyalkylene diamine is between about 200 and 800, the equivalents ratio of piperazine to polyoxyalkylene diamine ranging from 0.7:0.3 to 0.95:0.05, and containing an amount up to 20 percent, based on the total amine equivalents, of an aliphatic, cycloaliphatic or aromatic amine having 2 to 10 carbon atoms, a dipiperidyl type diamine selected from the group consisting of 1,2-di(4-piperidyl)ethane, 1,3-di(4-piperidyl)propane and 1,4-di(4-piperidyl)butane or an N-substituted piperazine or dipiperidyl type diamine wherein the substituent is an aminoalkyl or hydroxyalkyl radical having from 1 to 4 carbon atoms.
Claim 11
Dependent Claim 187 words
A thermoplastic copolyamide adhesive resin having improved creep resistance consisting essentially of the polymeric reaction product of essentially stoichiometric amounts of a mixture of saturated aliphatic dicarboxylic acids containing a long-chain dicarboxylic acid having from 8 to 14 carbon atoms and a short-chain dicarboxylic acid having from 2 to 7 carbon atoms, the equivalents ratio of long- to short-chain dicarboxylic acids ranging from 0.5:0.5 to 0.9:0.1, and a mixture of piperazine and a polyoxyalkylene diamine of the formula ##STR3## where R is hydrogen or a methyl group and m is a positive integer such that the average molecular weight of the polyoxyalkylene diamine is between about 200 and 800, the equivalents ratio of piperazine to polyoxyalkylene diamine ranging from 0.7:0.3 to 0.95:0.05, and containing an amount up to 20 percent, based on the total amine equivalents, of an aliphatic, cycloaliphatic or aromatic amine having 2 to 10 carbon atoms, a dipiperidyl type diamine selected from the group consisting of 1,2-di(4-piperidyl)ethane, 1,3-di(4-piperidyl)propane and 1,4-di(4-piperidyl)butane or an N-substituted piperazine or dipiperidyl type diamine wherein the substituent is an aminoalkyl or hydroxyalkyl radical having from 1 to 4 carbon atoms.

References Cited (Backward Citations)

US3377303A Cited
US3738950A Cited
US3882090A Cited
US4153784A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-10-21 1984-04-21 1984-10-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-10-21 1988-04-21 1988-10-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-10-21 1992-04-21 1992-10-21 $7700.00 Window Closed / Lapsed

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