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US4148950A Expired / Lapsed US ⏱️ 0.0 years remaining

Epoxy surfacer cements containing polyamine-ketimine mixtures

Assignee: Ameron Inc
•
Filing: 1978-04-07
•
Granted: 1979-04-10
•
Expires: 1998-04-07
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Abstract

Abstract Room temperature curable epoxy compositions and method are disclosed. The compositions comprise resinous epoxide; a mixed amine-ketimine curing agent comprising a cyclic polyamine having at least two epoxide-reactive, aliphatic amino functional groups, a portion of the amino functional groups in the mixed curing agent being in ketimine form the remainder being in the free amine form; and water in at least about the stoichiometric proportion for hydrolyzing the ketimine groups to the free amine form. The compositions may also comprise inorganic filler such as finely divided silica and sand. The ingredients of the composition are mixed to form a sprayable composition. The working life, or pot life, of the composition can be controlled without excessively affecting the working viscosity or sprayability of the composition by varying the ratio of free amine to ketimine groups in the mixed curing agent and varying the proportion of water in the composition to maintain at least the stoichiometric proportion for hydrolyzing the ketimine groups.

Inventors

  • 👤 Gordon D. Brindell
  • 👤 Richard A. Fraccica

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 16:02
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4042; C08G59/50; C08G59/56

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 74 words
A room temperature hardening epoxy cement composition comprising: (1) an epoxy resin; (2) a mixed amine-ketimine curing agent comprising a cyclic polyamine having at least two aliphatic amino functional groups reactive with the epoxy resin, a portion of said aliphatic amino functional groups in said mixed amine-ketimine curing agent being in ketimine group form; and (3) water in at least about the stoichiometric proportion for hydrolyzing said ketimine groups to free primary amine form.
Claim 2
Dependent Claim 74 words
A room temperature hardening epoxy cement composition comprising: (1) an epoxy resin; (2) a mixed amine-ketimine curing agent comprising a cyclic polyamine having at least two aliphatic amino functional groups reactive with the epoxy resin, a portion of said aliphatic amino functional groups in said mixed amine-ketimine curing agent being in ketimine group form; and (3) water in at least about the stoichiometric proportion for hydrolyzing said ketimine groups to free primary amine form.
Claim 3
Dependent Claim 42 words
The composition of claim 1 in which said ketimine groups are the reaction product of primary amine functional groups of said cyclic amino compound and a dialkyl ketone, a diaryl ketone, or an alkyl aryl ketone having three to thirteen carbon atoms.
Claim 4
Dependent Claim 26 words
The composition of claim 1 further comprising between about 5 and about 30 parts by weight per part of weight of epoxy resin of inorganic filler.
Claim 5
Dependent Claim 22 words
A composition of claim 1 in whcih the cyclic polyamine is an aromatic compound having at least two epoxide reactive aminoalkyl substituents.
Claim 6
Dependent Claim 13 words
The composition of claim 4 in which the cyclic polyamine is 1,3-bis(aminomethyl) benzene.
Claim 7
Dependent Claim 23 words
The composition of claim 1 in which the cyclic polyamine is a cycloaliphatic compound having at least two epoxide-reactive amino or aminoalkyl substituents.
Claim 8
Dependent Claim 13 words
The composition of claim 5 in which the cyclic polyamine is 1,3-bis(aminomethyl) cyclohexane.
Claim 9
Dependent Claim 13 words
The composition of claim 6 in which the cyclic polyamine is p,p'-methylene di(cyclohexylamine).
Claim 10
Dependent Claim 12 words
The composition of claim 6 in which the cyclic polyamine is 1,3-diaminocyclohexane.
Claim 11
Dependent Claim 12 words
The composition of claim 1 in which the cyclic polyamine is N-(2-aminoethyl)piperazine.
Claim 12
Dependent Claim 13 words
The composition of claim 6 in which the cyclic polyamine is 3,5,5-trimethyl-3-(amino methyl)cyclohexylamine.
Claim 13
Dependent Claim 12 words
The composition of claim 6 in which the cyclic polyamine is 1,8-diamino-p-methane.
Claim 14
Dependent Claim 31 words
The composition of claim 1 in which the cyclic polyamine compound is a heterocyclic compound in which the nitrogen of an epoxide reactive amino functional group is part of the ring.
Claim 15
Dependent Claim 12 words
The composition of claim 11 in which the cyclic polyamine is N-(2-aminoethyl)piperazine.
Claim 16
Dependent Claim 13 words
The composition of claim 2 in which the ketone is methyl isobutyl ketone.
Claim 17
Dependent Claim 13 words
The composition of claim 2 in which the ketone is methyl isoamyl ketone.
Claim 18
Dependent Claim 31 words
The composition of claim 1 in which between about 10 and about 90 mole percent of said aliphatic amino functional group in said mixed amine-ketimine curing agent are in ketimine form.
Claim 19
Independent Claim 126 words
A method of forming a protective epoxy cement surface on a substrate which comprises: forming a mixture of (a) an epoxy resin; (b) a mixed amine-ketimine curing agent comprising a cyclic polyamine having at least two aliphatic amino functional groups reactive with the epoxy resin, a portion of said aliphatic amino functional groups in said mixed amine-ketimine curing agent being in ketimine group form; (c) water in at least about the stoichiometric amount for hydrolyzing said ketimine groups to free amine form; and (d) between about 5 and about 30 parts by weight per part by weight of epoxy resin of inorganic filler; applying said mixture in a layer between about 1 and about 15 millimeters thick to said substrate; and allowing said layer to harden.
Claim 20
Independent Claim 126 words
A method of forming a protective epoxy cement surface on a substrate which comprises: forming a mixture of (a) an epoxy resin; (b) a mixed amine-ketimine curing agent comprising a cyclic polyamine having at least two aliphatic amino functional groups reactive with the epoxy resin, a portion of said aliphatic amino functional groups in said mixed amine-ketimine curing agent being in ketimine group form; (c) water in at least about the stoichiometric amount for hydrolyzing said ketimine groups to free amine form; and (d) between about 5 and about 30 parts by weight per part by weight of epoxy resin of inorganic filler; applying said mixture in a layer between about 1 and about 15 millimeters thick to said substrate; and allowing said layer to harden.
Claim 21
Dependent Claim 54 words
The method of claim 18 comprising the steps of forming said mixture and allowing said mixture to react partially to produce a sprayable cement composition having sufficient body for forming a sag-free layer between about 1 and about 15 millimeters thick on a substantially vertical surface, and applying said sprayable composition to said substrate.
Claim 22
Dependent Claim 21 words
The method of claim 18 in which the cyclic polyamine is an aromatic compound having at least two epoxide-reactive aminoalkyl substituents.
Claim 23
Dependent Claim 23 words
The method of claim 18 in which the cyclic polyamine is a cycloaliphatic compound having at least two epoxide-reactive amino or aminoalkyl substituents.
Claim 24
Dependent Claim 30 words
The method of claim 18 in which the cyclic polyamine is a heterocyclic compound in which the nitrogen of an epoxide-reactive amino functional group is a member of the ring.
Claim 25
Dependent Claim 35 words
The method of claim 18 comprising the steps of controlling the ratio of amino functional groups in ketimine form to amino functional groups in free amine form for regulating the working life of the mixture.

References Cited (Backward Citations)

US3032526A Cited
US3291775A Cited
US3322797A Cited
US3442856A Cited
US3547886A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-04-09 1982-10-09 1983-04-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-04-09 1986-10-09 1987-04-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-04-09 1990-10-09 1991-04-10 $7700.00 Window Closed / Lapsed

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