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US 8,735,512 B2Granted
Curing agent for low temperature cure applications
AssigneeAir Products and Chemicals, Inc.
InventorsFrederick Herbert Walker, Michael Ian Cook, Gamini Ananda Vedage, Robert Marjo Theodoor Rasing
Life of this patent
Estimating the term…
Abstract
The present invention provides Mannich base derivatives of N,N′-dimethyl secondary diamine polymers including Mannich base derivatives of methylamine-terminated poly-(N-methylazetidine) and Mannich base derivatives of methylamine-terminated poly-(N-methylazacycloheptane). Amine curing agent compositions and amine-epoxy compositions containing Mannich base derivatives of N,N′-dimethyl secondary diamine polymers are also disclosed.
Claims22
An epoxy curing agent composition comprising:
- Mannich base derivatives of an N,N′-dimethyl secondary diamine polymer comprising the contact product of
- (a) at least one aldehyde compound;
- (b) at least one phenol compound;
- and
- (c) at least one N,N′-dimethyl secondary diamine polymer having a number-average molecular weight (Ma) from about 140 to about 1000;
- and said Mannich base derivatives of an N,N′-dimethyl secondary diamine polymer having the formula:
- wherein:
- m is 1, 2, or 3;
- R is a hydrogen atom or a C1-C18 linear or branched alkyl or alkenyl group;
- each R′ independently is a hydrogen atom or a moiety having the formula:
- wherein:
- R is defined as above;
- t is 1 or 2 ;
- each R″ independently is a hydrogen atom or a moiety having the formula;
- wherein:
- R is defined as above;
- u is 0, 1, or 2;
- and
- each X independently is a polyoxyalkylene moiety or a moiety having the formula:
- wherein:
- R1 is a C2-C8 linear or branched alkanediyl;
- and
- n is an integer in a range from 1 to 10, inclusive;
- and wherein:
- the at least one aldehyde compound comprises formaldehyde;
- the at least one phenol compound comprises phenol, cresol, t-butyl phenol, nonyl phenol, cardanol, or a combination thereof;
- and
- the at least one N,N′-dimethyl secondary diamine polymer comprises methylamine-terminated poly-(N-methyl-azetidine), methylamine-terminated poly-(N-methyl-azacycloheptane), or a combination thereof.
25 more elements
An epoxy curing agent composition comprising:
- Mannich base derivatives of an N,N′-dimethyl secondary diamine polymer comprising the contact product of
- (d) at least one aldehyde compound;
- (e) at least one phenol compound;
- and
- (f) at least one N,N′-dimethyl secondary diamine polymer having a number-average molecular weight (Ma) from about 140 to about 1000;
- and said Mannich base derivatives of an N,N′-dimethyl secondary diamine polymer having the formula:
- wherein:
- m is 1, 2, or 3;
- R is a hydrogen atom or a C1-C18 linear or branched alkyl or alkenyl group;
- each R′ is a hydrogen atom;
- and
- each X independently is a polyoxyalkylene moiety or a moiety having the formula:
- wherein:
- R1 is a C2-C8 linear or branched alkanediyl;
- and
- n is an integer in a range from 1 to 10, inclusive.
13 more elements
An epoxy curing agent composition comprising:
- Mannich base derivatives of an N,N′-dimethyl secondary diamine polymer comprising the contact product of
- (a) at least one aldehyde compound;
- (b) at least one phenol compound;
- and
- (c) at least one N,N′-dimethyl secondary diamine polymer having a number-average molecular weight (Ma) from about 140 to about 1000;
- and said Mannich base derivatives of an N,N′-dimethyl secondary diamine polymer having the formula:
- wherein:
- m is 1, 2, or 3;
- R is a hydrogen atom or a C1-C18 linear or branched alkyl or alkenyl group;
- each R′ independently is a hydrogen atom or a moiety having the formula:
- wherein:
- R is defined as above;
- t is 1 or 2;
- each R″ independently is a hydrogen atom or a moiety having the formula;
- wherein:
- R is defined as above;
- u is 0, 1, or 2;
- and
- wherein X is a moiety having the formula:
- wherein R1 is a C3-C6 linear or branched alkanediyl and n is an integer in a range of 1 to 50, inclusive.
17 more elements
A composition comprising the contact product of:
- formaldehyde;
- at least one member selected from the group consisting of phenol and cardanol;
- and
- poly-(N-methyl-azetidine);
- wherein the composition comprises a polymeric secondary methylamine terminated Mannich base.
2 more elements
Dependencies are inferred from the claim text.