US3909333A
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Melt-stabilized segmented copolyester adhesive
Assignee: EIDP Inc
•
Filing: 1974-05-15
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Granted: 1975-09-30
•
Expires: 1994-05-15
Abstract
Abstract Stabilized thermoplastic segmented copolyester elastomer consisting essentially of a multiplicity of recurring short chain ester units and long chain ester units joined through ester linkages, said short chain ester units amounting to 15 to 75 percent by weight of said copolyester and being derived from dicarboxylic acid such as an aromatic or cycloaliphatic acid, and an organic diol such as butanediol, and said long chain ester units amounting to 25 to 85 percent by weight of said copolyester and being derived from dicarboxylic acid such as an aromatic or cycloaliphatic acid, and a long chain glycol such as polytetramethylene ether glycol, said copolyester having a melt index of less than 150 and a melting point of at least 90*C., stabilized with 1.75 to 15.0 percent by weight, based on the weight of elastomer of a stabilizer mixture comprising (a) 0.25 to 2.5 percent by weight of a substantially linear polycarbodiimide; and at least one compound taken from the group consisting of (b) 0.5 to 2.5 percent by weight of a compound taken from the group consisting of hindered phenols, nitrogencontaining hindered phenols, phosphorus-containing hindered phenols, and secondary aromatic amines; (c) 0.5 to 5.0 percent by weight of at least one phosphorus acid ester; and (d) 0.5 to 5.0 percent by weight of an amino compound taken from the group consisting of a homopolymer of amino acrylate and random copolymer of ethylene and amino acrylate, each of compounds (b), (c) and (d) being compatible with each other and with (a). A useful adhesive composition comprises (A) 1 to 99 percent by weight of the segmented copolyester elastomer, (B) 1 to 99 percent by weight of a compatible low molecular weight thermoplastic resin, and (C) 0.75 to 6.0 percent by weight, based on the weight of elastomer and resin of said stabilizer mixture.
Inventors
- 👤 Ernest Francis Eastman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 09:43
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/13; C08K5/16; C08K5/17; C08K5/18; C08K5/29; C08K5/49; C08K5/51; C08K5/52; C08L; C08L23/00; C08L23/02; C08L23/04; C08L23/08; C08L25/00; C08L25/02; C08L33/00; C08L33/04; C08L33/14; C08L61/00; C08L61/04; C08L67/00; C08L67/02; C08L67/025; C08L67/08; C08L79/00; C08L91/00; C08L91/06; C08L93/00; C08L95/00
Claims Analysis
Total Claims: 79
Claim 1
Independent Claim
46 words
A THERMALLY STABILIZED THERMOPLASTIC SEGMENTED COPOLYESTER ELASTOMER CONSISTING ESSENTIALLY OF A MULTIPLICITY OF RECURRING SHORT CHAIN ESTER UNITS AND LONG CHAIN ESTER JOINED THROUGH ESTER LINKAGES, SAID SHORT CHAIN UNITS AMOUNT TO 15 TO 75 PERCENT BY WEIGHT OF SAID COPOLYESTER AND BEING OF THE FORMULA
Claim 2
Dependent Claim
46 words
A THERMALLY STABILIZED THERMOPLASTIC SEGMENTED COPOLYESTER ELASTOMER CONSISTING ESSENTIALLY OF A MULTIPLICITY OF RECURRING SHORT CHAIN ESTER UNITS AND LONG CHAIN ESTER JOINED THROUGH ESTER LINKAGES, SAID SHORT CHAIN UNITS AMOUNT TO 15 TO 75 PERCENT BY WEIGHT OF SAID COPOLYESTER AND BEING OF THE FORMULA
Claim 3
Dependent Claim
18 words
The elastomer of claim 1 in which the stabilizer mixture comprises (a) and the compounds (c) and (d).
Claim 4
Dependent Claim
26 words
The elastomer of claim 1 in which the stabilizer mixture consists of (a), (b), (c) and (d), each of said compounds being compatible with one another.
Claim 5
Dependent Claim
52 words
The elastomer of claim 1 in which the short chain ester units amount to 15 to 65 percent by weight of the copolyester, the long chain ester units amount to 35 to 85 percent by weight of the copolyester, and the long chain glycol has a melting point of less than 75*C.
Claim 6
Dependent Claim
107 words
The elastomer of claim 1 in which the short chain ester units amount to 15 to 50 percent by weight of eLastomer, the long chain ester units amount to 50 to 85 percent by weight of elastomer, the dicarboxylic acid being 55 to 95 percent by weight terephthalic acid, D is the divalent radical remaining after removal of the hydroxyl groups from butanediol, and G is the divalent radical remaining after removal of the terminal groups from polytetramethylene ether glycol having an average molecular weight of 600 to 3500, the elastomer having a melt index of less than 30 and a melting point of 90* to 160*C.
Claim 7
Dependent Claim
19 words
The elastomer of claim 5 in which the dicarboxylic acid is a mixture of terephthalic acid and isophthalic acid.
Claim 8
Dependent Claim
19 words
The elastomer of claim 6 in which the polytetramethylene ether glycol has a molecular weight of 600 to 2100.
Claim 9
Dependent Claim
40 words
The elastomer of claim 7 in which the short chain ester units amount to 15 to 30 percent by weight of the copolyester and the long chain ester units amount to 70 to 85 percent by weight of the copolyester.
Claim 10
Dependent Claim
25 words
The elastomer of claim 8 in which the mixture of terephthalic acid and isophthalic acid contains 70 to 95 percent by weight of terephthalic acid.
Claim 11
Dependent Claim
16 words
The elastomer of claim 1 in which component (b) of the stabilizer mixture is tetrakis(methylene-3-(3'',5''-ditertiary-butyl-4''-hydroxyphenol)propionate) methane.
Claim 12
Dependent Claim
17 words
The elastomer of claim 1 in which component (b) of the stabilizer mixture is a hindered phenol.
Claim 13
Dependent Claim
18 words
The elastomer of claim 1 in which component (b) of the stabilizer mixture is a nitrogen-containing hindered phenol.
Claim 14
Dependent Claim
18 words
The elastomer of claim 1 in which component (b) of the stabilizer mixture is a phosphorus-containing hindered phenol.
Claim 15
Dependent Claim
18 words
The elastomer of claim 1 in which component (b) of the stabilizer mixture is a secondary aromatic amine.
Claim 16
Dependent Claim
15 words
The elastomer of claim 10 in which component (c) of the stabilizer mixture is tri(nonylphenylphosphite).
Claim 17
Dependent Claim
30 words
The elastomer of claim 15 in which component (d) of the stabilizer mixture is a copolymer of ethylene, 60 to 80 percent by weight, and dimethylaminoethylmethacrylate, 40 to 20 percent.
Claim 18
Dependent Claim
69 words
A thermally stabilized thermoplastic hot melt adhesive composition which comprises, based on the total thermoplastic components, (A) 1 to 99 percent by weight of thermoplastic segmented copolyester elastomer consisting essentially of a multiplicity of recurring short chain ester units and long chain ester units joined through ester linkages, said short chain ester units amounting to 15 to 75 percent by weight of said copolyester and being of the formula
Claim 19
Dependent Claim
69 words
A thermally stabilized thermoplastic hot melt adhesive composition which comprises, based on the total thermoplastic components, (A) 1 to 99 percent by weight of thermoplastic segmented copolyester elastomer consisting essentially of a multiplicity of recurring short chain ester units and long chain ester units joined through ester linkages, said short chain ester units amounting to 15 to 75 percent by weight of said copolyester and being of the formula
Claim 20
Dependent Claim
18 words
The composition of claim 17 in which the stabilizer mixture comprises (a) and the compounds (c) and (d).
Claim 21
Dependent Claim
26 words
The composition of claim 17 in which the stabilizer mixture consists of (a), (b), (c) and (d), each of said compounds being compatible with one another.
Claim 22
Dependent Claim
43 words
The composition of claim 17 in which the low molecular weight thermoplastic resin is selected from the group consisting of hydrocarbon resins, bituminous asphalts, coal tar pitches, rosins, rosin based alkyd resins, phenolic resins, chlorinated aliphatic hydrocarbon waxes, and chlorinated polynuclear aromatic hydrocarbons.
Claim 23
Dependent Claim
34 words
The composition of claim 20 in which the thermoplastic composition comprises 5 to 95 percent by weight of segmented copolyester elastomer and 5 to 95 percent by weight of low molecular weight thermoplastic resin.
Claim 24
Dependent Claim
30 words
The composition of claim 20 which comprises 5 to 50 percent by weight of segmented copolyester elastomer and 50 to 95 percent by weight of low molecular weight thermoplastic resin.
Claim 25
Dependent Claim
30 words
The composition of claim 20 which comprises 50 to 95 percent by weight of segmented copolyester elastomer and 5 to 50 percent by weight of low molecular weight thermoplastic resin.
Claim 26
Dependent Claim
52 words
The composition of claim 21 in which the dicarboxylic acid is of 8 to 16 carbon atoms, the low molecular weight diol is aliphatic diol of 2 to 8 carbon atoms, and the long chain glycol is poly(alkylene ether) glycol in which the alkylene group is of 2 to 9 carbon atoms.
Claim 27
Dependent Claim
60 words
ThE composition of claim 24 in which the short chain ester units amount to about 30 to 65 percent by weight of the copolyester, the long chain ester units amount to about 35 to 70 percent by weight of the copolyester, and the copolyester has a melt index of less than 50 and a melting point of at least 140*C.
Claim 28
Dependent Claim
50 words
The composition of claim 25 in which the dicarboxylic acid is selected from the group consisting of terephthalic acid, and mixtures of terephthalic and isophthalic acids, the low molecular weight diol is butanediol, and the long chain glycol is polytetramethylene ether glycol having a molecular weight of 600 to 3000.
Claim 29
Dependent Claim
29 words
The composition of claim 26 which comprises 15 to 45percent by weight of segmented copolyester elastomer and 55 to 85 percent by weight of low molecular weight thermoplastic resin.
Claim 30
Dependent Claim
25 words
The composition of claim 27 in which the low molecular weight thermoplastic resin is a mixture of at least two low molecular weight thermoplastic resins.
Claim 31
Dependent Claim
19 words
The composition of claim 28 in which one of the low molecular weight thermoplastic resins is a styrene polymer.
Claim 32
Dependent Claim
19 words
The composition of claim 28 in which one of the low molecular weight thermoplastic resins is a coumaroneindene resin.
Claim 33
Dependent Claim
19 words
The composition of claim 28 in which one of the low molecular weight thermoplastic resins is a bituminous asphalt.
Claim 34
Dependent Claim
18 words
The composition of claim 28 in which one of the low molecular weight thermoplastic resins is a rosin.
Claim 35
Dependent Claim
19 words
The composition of claim 28 in which one of the low molecular weight thermoplastic resins is a terpene resin.
Claim 36
Dependent Claim
19 words
The composition of claim 20 in which the dicarboxylic acid is a mixture of terephthalic acid and isophthalic acid.
Claim 37
Dependent Claim
19 words
The composition of claim 34 in which the polytetramethylene ether glycol has a molecular weight of 600 to 2100.
Claim 38
Dependent Claim
38 words
The composition of claim 35 in which the short chain ester units amount to 15 to 30 percent by weight of the copolyester and the long chain ester units amount to 70 to 85 percent of the copolyester.
Claim 39
Dependent Claim
25 words
The composition of claim 36 in which the mixture of terephthalic acid and isophthalic acid contains 60 to 95 percent by weight of terephthalic acid.
Claim 40
Dependent Claim
76 words
Method of preparing a thermally stabilized thermoplastic hot melt adhesive composition which comprises blending in molten form, based on the total thermoplastic components, A. 1 to 99 percent by weight of thermoplastic segmented copolyester elastomer consisting essentially of a multiplicity of recurring short chain ester units and long chain ester units joined through ester linkages, said short chain ester units amounting to 15 to 75 percent by weight of said copolyester and being of the formula:
Claim 41
Dependent Claim
76 words
Method of preparing a thermally stabilized thermoplastic hot melt adhesive composition which comprises blending in molten form, based on the total thermoplastic components, A. 1 to 99 percent by weight of thermoplastic segmented copolyester elastomer consisting essentially of a multiplicity of recurring short chain ester units and long chain ester units joined through ester linkages, said short chain ester units amounting to 15 to 75 percent by weight of said copolyester and being of the formula:
Claim 42
Dependent Claim
18 words
The method of claim 38 in which the stabilizer mixture comprises (a) and the compounds (c) and (d).
Claim 43
Dependent Claim
26 words
The method of claim 38 in which the stabilizer mixture consists of (a), (b), (c) and (d), each of said compounds being compatible with one another.
Claim 44
Dependent Claim
52 words
The method of claim 38 in which the short chain ester units amount to 15 to 65 percent by weight of the copolyester, the long chain ester units amount to 35 to 85 percent by weight of the copolyester, and the long chain glycol has a melting point of less than 75*C.
Claim 45
Dependent Claim
39 words
The method of claim 41 in which the low molecular weight thermoplastic resin is selected from the group consisting of hydrocarbon resins, bituminous asphalts, coal tar pitches, rosins, phenolic resins, chlorinated aliphatic hydrocarbon waxes, and chlorinated polynuclear aromatic hydrocarbons.
Claim 46
Dependent Claim
26 words
The method of claim 42 in which the stabilized segmented copolyester is first melted and the low molecular weight thermoplastic resin is added to the melt.
Claim 47
Dependent Claim
26 words
The method of claim 42 in which the low molecular weight thermoplastic resin is first melted and the stabilized segmented copolyester is added to the melt.
Claim 48
Dependent Claim
36 words
The method of claim 42 in which the segmented copolyester and the low molecular weight thermoplastic resin are blended together in finely divided form and melted together and the stabilizing compounds are present prior to blending.
Claim 49
Dependent Claim
41 words
The method of claim 42 in which the segmented copolyester and the low molecular weight thermoplastic resin are blended together in finely divided form and melted together, the stabilizing compounds being added with the other components individually or as a mixture.
Claim 50
Dependent Claim
44 words
Method of preparing an aqueous dispersion of a stabilized thermoplastic composition which comprises A. dissolving the thermoplastic composition of claim 17 in a water-immiscible organic solvent, B. emulsifying the organic solvent solution in water, and C. removing the organic solvent, thereby forming a dispersion.
Claim 51
Dependent Claim
52 words
The method of claim 47 in which the short chain ester units amount to 15 to 65 percent by weight of the copolyester, the long chain ester units amount to 35 to 85 percent by weight of the copolyester, and the long chain glycol has a melting point of less than 75*C.
Claim 52
Dependent Claim
39 words
The method of claim 48 in which the low molecular weight thermoplastic resin is selected from the group consisting of hydrocarbon resins, bituminous asphalts, coal tar pitches, rosins, phenolic resins, chlorinated aliphatic hydrocarbon waxes, and chlorinated polynuclear aromatic hydrocarbons.
Claim 53
Dependent Claim
59 words
Method of preparing an aqueous dispersion of a thermoplastic composition which comprises A. dissolving thermoplastic segmented copolyester elastomer consisting essentially of a multiplicity of recurring short chain ester units and long chain ester units joined through ester linkages, said short chain ester units amounting to 15 to 75 percent by weight of said copolyester and being of the formula
Claim 54
Dependent Claim
59 words
Method of preparing an aqueous dispersion of a thermoplastic composition which comprises A. dissolving thermoplastic segmented copolyester elastomer consisting essentially of a multiplicity of recurring short chain ester units and long chain ester units joined through ester linkages, said short chain ester units amounting to 15 to 75 percent by weight of said copolyester and being of the formula
Claim 55
Dependent Claim
18 words
The method of claim 50 in which the stabilizer mixture comprises (a) and the compounds (c) and (d).
Claim 56
Dependent Claim
26 words
The method of claim 50 in which the stabilizer mixture consists of (a), (b), (c) and (d), each of said compounds being compatible with one another.
Claim 57
Dependent Claim
52 words
The method of claim 50 in which the short chain ester units amount to 15 to 65 percent by weight of the copolyester, the long chain ester units amount to 35 to 85 percent by weight of the copolyester, and the long chain glycol has a melting point of less than 75*C.
Claim 58
Dependent Claim
39 words
The method of claim 53 in which the low molecular weight thermoplastic resin is selected from the group consisting of hydrocarbon resins, bituminous asphalts, coal tar pitches, rosins, phenolic resins, chlorinated aliphatic hydrocarbon waxes, and chlorinated polynuclear aromatic hydrocarbons.
Claim 59
Dependent Claim
27 words
In the method of joining two surfaces using an adhesive therebetween, the improvement which comprises using as the adhesive a thermoplastic composition in accordance with claim 17.
Claim 60
Dependent Claim
31 words
In the method of joining an edge banding layer to a substrate using an adhesive, the improvement which comprises using as the adhesive a thermoplastic composition in accordance with claim 22.
Claim 61
Dependent Claim
35 words
In the method of shoe manufacture in which parts of the shoe are joined by use of an adhesive, the improvement which comprises using as the adhesive a thermoplastic composition in accordance with claim 22.
Claim 62
Dependent Claim
30 words
In the method of laminating a surface layer to a substrate using an adhesive, the improvement which comprises using as the adhesive a thermoplastic composition in accordance with claim 22.
Claim 63
Dependent Claim
25 words
In the method of applying a coating to a substrate, the improvement which comprises using as the coating a composition in accordance with claim 17.
Claim 64
Dependent Claim
31 words
In the method of applying a pressure sensitive adhesive layer to a substrate, the improvement which comprises using as the pressure sensitive adhesive layer a composition in accordance with claim 17.
Claim 65
Dependent Claim
30 words
In the method of applying a pressure sensitive adhesive layer to a substrate, the improveMent which comprises using as the pressure sensitive layer a composition in accordance with claim 20.
Claim 66
Dependent Claim
52 words
In the method of adhering two surfaces together by heat sealing in which an adhesive coating is applied to one surface, the coating is activated by heat and a second surface is applied to the coating, the improvement which comprises using as the adhesive coating a composition in accordance with claim 17.
Claim 67
Dependent Claim
57 words
In the method of adhering two surfaces together by heat sealing in which an adhesive coating is applied to one surface, a second surface is applied to the coating thereby forming a composite and the composite is heated to provide heat sealing, the improvement which comprises using as the adhesive a composition in accordance with claim 17.
Claim 68
Dependent Claim
35 words
In the method of binding filaments of thread to each other by impregnating the thread with a coating composition, the improvement which comprises using as the coating composition a composition in accordance with claim 23.
Claim 69
Dependent Claim
45 words
In the method of preparing reinforced flexible hose containing an inner tube layer, an overlaying reinforcement layer impregnated with binder, and an outer cover layer, the improvement which comprises applying as the binder a thermoplastic composition in accordance with claim 17 by hot melt application.
Claim 70
Dependent Claim
15 words
The elastomer of claim 1 in which the dicarboxylic acid is an aromatic dicarboxylic acid.
Claim 71
Dependent Claim
23 words
The elastomer of claim 1 in which the dicarboxylic acid is a mixture of an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid.
Claim 72
Dependent Claim
15 words
The composition of claim 17 in which the dicarboxylic acid is an aromatic dicarboxylic acid.
Claim 73
Dependent Claim
23 words
The composition of claim 17 in which the dicarboxylic acid is a mixture of an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid.
Claim 74
Dependent Claim
14 words
Method of claim 38 in which the dicarboxylic acid is an aromatic dicarboxylic acid.
Claim 75
Dependent Claim
22 words
Method of claim 38 in which the dicarboxylic acid is a mixture of an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid.
Claim 76
Dependent Claim
14 words
Method of claim 47 in which the dicarboxylic acid is an aromatic dicarboxylic acid.
Claim 77
Dependent Claim
22 words
Method of claim 47 in which the dicarboxylic acid is a mixture of an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid.
Claim 78
Dependent Claim
15 words
The method of claim 50 in which the dicarboxylic acid is an aromatic dicarboxylic acid.
Claim 79
Dependent Claim
23 words
The method of claim 50 in which the dicarboxylic acid is a mixture of an aromatic dicarboxylic acid and an aliphatic dicarboxylic acid.
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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) | 1978-09-29 | 1979-03-31 | 1979-09-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-09-29 | 1983-03-31 | 1983-09-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-09-29 | 1987-03-31 | 1987-09-30 | $7700.00 | Window Closed / Lapsed |