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US4146700A Expired / Lapsed US ⏱️ 0.0 years remaining

Diamides of polyoxyalkylenepolyamine-urea condensates as epoxy resin additives

Assignee: Huntsman Corp
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Filing: 1978-03-27
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Granted: 1979-03-27
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Expires: 1998-03-27
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Abstract

Abstract The adhesion properties of amine-cured epoxy resins are unexpectedly enhanced by addition of certain diamides of polyoxyalkylenepolyamine-urea condensates. The adhesively superior epoxy resin composition comprises a vicinal polyepoxide, a curing amount of an amine curing agent, and an effective amount of a diamide of a polyoxyalkylenepolyamine-urea condensate having a molecular weight of from 4000 to about 4500.

Inventors

  • 👤 Harold G. Waddill
  • 👤 Heinz Schulze

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 20:28
CPC Classifications
C; C08; C08L; C08L63/00; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4021; C08G59/44; C08G59/50; C08G59/56; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08G65/331; C08G65/332; C08G65/3324; C08G65/3326; C08L71/00; C08L71/02; C08G2650/00; C08G2650/28; C08G2650/50

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 76 words
An epoxy resin composition having superior adhesion properties and being the cured product of a curable admixture which comprises: a vicinal polyepoxide having an average of at least 1.8 reactive, 1,2-epoxy groups per molecule; a curing amount of a polyamine curing agent having at least 3 reactive amino hydrogens; and, an effective amount of an additive consisting essentially of a diamide of a polyoxyalkylenepolyamine-urea condensate having a molecular weight of from about 4000 to about 4500.
Claim 2
Dependent Claim 76 words
An epoxy resin composition having superior adhesion properties and being the cured product of a curable admixture which comprises: a vicinal polyepoxide having an average of at least 1.8 reactive, 1,2-epoxy groups per molecule; a curing amount of a polyamine curing agent having at least 3 reactive amino hydrogens; and, an effective amount of an additive consisting essentially of a diamide of a polyoxyalkylenepolyamine-urea condensate having a molecular weight of from about 4000 to about 4500.
Claim 3
Dependent Claim 18 words
The composition of claim 1 further comprising an effective amount of a composition effective in accelerating the cure.
Claim 4
Dependent Claim 53 words
The composition of claim 1 wherein said polyamine curing agents are of the formula ##STR4## wherein X is a hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having from 2 to 5 carbon atoms; and, n is an average number of from about 2 to about 15.
Claim 5
Dependent Claim 11 words
The composition of claim 3 wherein X is a methyl radical.
Claim 6
Dependent Claim 47 words
The composition of claim 1 wherein the diamide is of the formula: X(NHZ-NHX-R').sub.2 wherein R' is an alkyl radical, an aryl radical or hydrogen, X is a C═O or a C═S radical and Z is a polyoxyalkylene radical of molecular weight ranging from about 1800 to 2300.
Claim 7
Dependent Claim 11 words
The composition of claim 5 wherein X is a C═O radical.
Claim 8
Dependent Claim 22 words
The composition of claim 1 wherein said vicinal polyepoxide is more than 80% by weight of a polyglycidyl ether of polyhydric phenols.
Claim 9
Dependent Claim 17 words
The composition of claim 7 wherein said vicinal polyepoxide is a polyglycidyl ether of a polyhydric phenol.
Claim 10
Independent Claim 81 words
A method for increasing the adhesive strength of an epoxy resin composition, being the cured product of a curable admixture comprising a vicinal polyepoxide having an average of at least 1.8 reactive, 1,2-epoxy groups per molecule; and, a curing amount of a polyamine curing agent having at least 3 reactive amino hydrogens comprising the step of: adding to said curable admixture an effective amount of a diamide of a polyoxyalkylenepolyamine-urea condensate having a molecular weight of from about 4000 to 4500.
Claim 11
Independent Claim 81 words
A method for increasing the adhesive strength of an epoxy resin composition, being the cured product of a curable admixture comprising a vicinal polyepoxide having an average of at least 1.8 reactive, 1,2-epoxy groups per molecule; and, a curing amount of a polyamine curing agent having at least 3 reactive amino hydrogens comprising the step of: adding to said curable admixture an effective amount of a diamide of a polyoxyalkylenepolyamine-urea condensate having a molecular weight of from about 4000 to 4500.
Claim 12
Dependent Claim 47 words
The method of claim 9 wherein said diamide is of the formula X(NHZ-NHX-R').sub.2 wherein R' is an alkyl radical, an aryl radical or hydrogen, X is a C═O or a C═S radical and Z is a polyoxyalkylene radical of molecular weight ranging from about 1800 to 2300.
Claim 13
Dependent Claim 9 words
The method of claim 10 wherein R' is hydrogen.
Claim 14
Dependent Claim 23 words
The method of claim 10 wherein R' is a lower alkyl radical selected from the group consisting of methyl ethyl, n-propyl and n-butyl.
Claim 15
Dependent Claim 22 words
The method of claim 10 wherein said curable admixture further comprises an effective amount of a composition effective in accelerating the cure.
Claim 16
Dependent Claim 22 words
The method of claim 10 wherein said vicinal polyepoxide is more than 80% by weight of a polyglycidyl ether of polyhydric phenols.
Claim 17
Dependent Claim 17 words
The method of claim 14 wherein said vicinal polyepoxide is a polyglycidyl ether of a polyhydric phenol.
Claim 18
Dependent Claim 56 words
A curable resin composition comprising a diglycidyl ether of 4,4'-isopropylidene bisphenol polyepoxide; a curing amount of a primary amine-containing curing agent consisting essentially of a polyoxypropylene diamine having a molecular weight of from about 200 to 250 and, an effective amount of a diamide of a polyoxyalkylenepolyamine-urea condensate additive having a molecular weight of about 4000.
Claim 19
Dependent Claim 56 words
A curable resin composition comprising a diglycidyl ether of 4,4'-isopropylidene bisphenol polyepoxide; a curing amount of a primary amine-containing curing agent consisting essentially of a polyoxypropylene diamine having a molecular weight of from about 200 to 250 and, an effective amount of a diamide of a polyoxyalkylenepolyamine-urea condensate additive having a molecular weight of about 4000.
Claim 20
Dependent Claim 42 words
The resin of claim 16 wherein said primary amine-containing curing agent is present in about a stoichiometric amount and said additive is present in amounts from about 2 to 40 parts by weight based on 100 parts by weight of said polyepoxide.
Claim 21
Dependent Claim 80 words
In an epoxy resin composition, being the cured product of a curable admixture comprising a vicinal polyepoxide having an average of at least 1.8 reactive, 1,2-epoxy groups per molecule; and, a curing amount of a polyamine curing agent having at least 3 reactive amino hydrogens, the improvement which comprises: increasing the adhesion properties of said cured product by addition of an effective amount of a diamide of a polyoxyalkylenepolyamine-urea condensate having a molecular weight of from about 4000 to 4,500.
Claim 22
Dependent Claim 80 words
In an epoxy resin composition, being the cured product of a curable admixture comprising a vicinal polyepoxide having an average of at least 1.8 reactive, 1,2-epoxy groups per molecule; and, a curing amount of a polyamine curing agent having at least 3 reactive amino hydrogens, the improvement which comprises: increasing the adhesion properties of said cured product by addition of an effective amount of a diamide of a polyoxyalkylenepolyamine-urea condensate having a molecular weight of from about 4000 to 4,500.
Claim 23
Dependent Claim 47 words
The method of claim 18 wherein said diamide is of the formula: X(NHZ-NHX-R').sub.2 wherein R' is an alkyl radical, an aryl radical or hydrogen, X is a C═O or a C═S radical and Z is a polyoxyalkylene radical of molecular weight ranging from about 1800 to 2300.
Claim 24
Dependent Claim 54 words
As an additive for increasing the adhesive strength of an amine cured epoxy resin, a composition of the formula: X(NHZ-NHX-R').sub.2 wherein R' is an alkyl radical, an aryl radical or hydrogen, X is a C═O or a C═S radical and Z is a polyoxyalkylene radical of molecular weight ranging from about 1800 to 2300.
Claim 25
Dependent Claim 54 words
As an additive for increasing the adhesive strength of an amine cured epoxy resin, a composition of the formula: X(NHZ-NHX-R').sub.2 wherein R' is an alkyl radical, an aryl radical or hydrogen, X is a C═O or a C═S radical and Z is a polyoxyalkylene radical of molecular weight ranging from about 1800 to 2300.

References Cited (Backward Citations)

US3557056A Cited
US3462393A Cited
US3645969A Cited
US4002598A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-03-26 1982-09-25 1983-03-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-03-26 1986-09-25 1987-03-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-03-26 1990-09-25 1991-03-27 $7700.00 Window Closed / Lapsed

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