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Dorf Ketal Chemicals, LLC

Ray V Scott, Jr

David W House

Mark J Gattuso

William M Baumann

Dusan J Engel

Curing agents for epoxy-based polymers

Certain secondary aliphatic diamines are excellent chain extenders in the formation of polyurethanes, polyurea-polyurethane hybrids, and polyurea polymers, both elastomers and coatings, from both monomeric polyisocyanates and isocyanate-terminated prepolymers using the high-pressure impingement mixing reaction technique. These diamines include 1,4-di(alkylamino)cyclohexanes, 1-methyl-2,4-di(alkylamino)-3,5-dialkylcyclohexanes, N,N&prime;-dialkyl isophoronediamine, 1,3-di(1&prime;methyl-1&prime;-alkylaminoethyl)benzene, and 1,6-di(alkylamino)hexane. These chain extenders may be used alone or in combination with other polyamines and with polyols. A broad spectrum of polymeric materials can be formed with a range of diverse properties.

Secondary aliphatic diamines as curing agents for polyurethanes and polyureas prepared using high-pressure impingement mixing

Flexible foam resistant to both photochemical and oxidative degradation result from the use of bis(N-alkylaminocyclohexyl)methanes as curing agents for polyisocyanates or polyisocyanate prepolymers. The chain extenders may be used alone or in combination with other polyamines and with polyols. Where the polyisocyanate or polyisocyanate prepolymer is also aliphatic there is outstanding resistance to yellowing.

Bis-(N-alkylaminocyclohexyl)methanes as curing agents in polyurethane

Bis(N-alkylaminocyclohexyl)methanes are excellent chain extenders in the formation of polyurethane and polyurea polymers, both elastomers and coatings, from both monomeric polyisocyanates and isocyanate-terminated prepolymers. Our chain extenders may be used alone or in combination with other polyamines and with polyols. A broad spectrum of polymeric material can be formed with a range of diverse properties.

Bis(N-alkylaminocyclohexyl)methanes as curing agents for polyurethanes

Rigid urea-modified polyisocyanurate foams with improved dimensional stability and flame retardancy have densities of 0.5-20 p.c.f., a limiting oxygen index greater than 22 and dimensional changes at 100% R.H. and 70.degree. C. of less than 2% in any linear dimension and a method of making same. The method comprises reacting an organic polyisocyanate, a blowing agent and an N,N'-dialkyl aromatic diamine in the presence of a trimerization catalyst and, if water is used as the blowing agent, a blowing catalyst, wherein the N,N'-dialkyl aromatic diamine and an amine produced by water, if used, constitute the sole sources of active hydrogen.

Urea-modified isocyanurates

Rigid urea-modified polyisocyanurate foams with improved dimensional stability and flame retardancy have densities of 1-12 p.c.f., a limiting oxygen index greater than 22 and dimensional changes at 100% R.H. and 70.degree. C. of less than 2% in any linear dimension and a method of making same. The method comprises reacting an organic polyisocyanate, a blowing agent and an N,N'-dialkyl aromatic diamine in the presence of a trimerization catalyst and, if water is used as the blowing agent, a blowing catalyst, wherein the N,N'-dialkyl aromatic diamine and an amine produced by water, if used, constitute the sole sources of active hydrogen.

Urea-modified isocyanurates and method of making rigid foams thereof

N,N'-di-sec-alkenyl-or-di-sec-alkyl-substituted methylene diphenyl diamines are effective curing agents for making polyurethane foams from MDI-based polyisocyanates. The diamines are especially advantageous since foams of lower density having lower hardness can be obtained without utilizing chlorofluorocarbous (CFC's) and without sacrificing tensile strength, tear strength, SAG or compression set values.

Chlorofluorocarbon-free flexible polyurethane foams and method of making

The polyurethanes and polyureas resulting from ambient-temperature-curing isocyanate-terminated urethane prepolymers with N-alkyl-substituted aromatic polyamines and, optionally, with an added polyol, but primary amine-free, in the presence of a combination catalyst comprising an aliphatic carboxylic acid, e.g., adipic, stearic, oleic acids, and an organometallic catalyst containing, e.g., tin, mercury, bismuth, etc. are broadly useful as coating on the surface of objects made of metal, wood, glass, plastic or masonry materials such as concrete, bricks, etc. or as castings cured in situ. One-shot and quasi-prepolymer systems are also disclosed. The diamine N,N'-di-(sec-butyl)-4,4'-methylenedianiline is a particularly useful diamine.

Coating method for room-temperature-cured polyurethanes and polyureas

N,N'-dialkyl- and diarylphenylenediamines are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyanates. The diamines provide a broad spectrum of cure times, as well as giving elastomers an interesting and useful diversity of properties. Such polyamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.

N,N'-dialkylphenylenediamines as curing agents in polyurethane and

The polyurethanes and polyureas resulting from ambient-temperature-curing isocyanate-terminated urethane prepolymers with N-alkyl-substituted aromatic polyamines and, optionally, with an added polyol, but primary amine-free, in the presence of a combination catalyst comprising an aliphatic carboxylic acid, e.g., adipic, stearic, oleic acids, and an organometallic catalyst containing, e.g., tin, mercury, bismuth, etc. are broadly useful as coatings on the surface of objects made of metal, wood, glass, plastic or masonry materials such as concrete, bricks, etc. or as castings cured in situ. One-shot and quasi-prepolymer systems are also disclosed. The diamine N,N'-di-(sec-butyl)-4,4'-methylenedianiline is a particularly useful diamine.

Room-temperature-cured polyurethanes and polyureas

Alkylated polyamines which may be viewed as low molecular weight polymers of x-amino-y-methylenephenyl are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyantates. Alkylation may range from 5 up to 100 percent to afford polyamines with a broad spectrum of cure times, as well as to give elastomers with an interesting and useful diversity of properties. Such polyamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.

Alkylated triamines and higher polyamines as curing agents in

N,N'-dialkyl- and diaylphenylenediamines are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyanates. The diamines provide a broad spectrum of cure times, as well as giving elastomers an interesting and useful diversity of properties. Such polyamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.

N-N'-dialkylphenylenediamines as curing agents in polyurethane and

N,N'-disubstituted diamines are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyanates. The diamines provide a broad spectrum of cure times, as well as giving elastomers an interesting and useful diversity of properties. Such diamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.

Secondary aromatic diamines as curing agents in polyurethane and

The polyureas resulting from curing polyfunctional isocyanates having at least three isocyanate groups with a N,N'-dialkylmethylenedianiline are broadly useful as coatings on the surface of objects made of metal, wood, glass, or plastic. The diamine N,N'-di(2-butyl)4,4'-methylenedianiline is a particularly useful diamine. Biurets are an especially desirable class of polyisocyanates for the polyureas of this invention, particularly those arising from polymethylene diisocyanates and aromatic diisocyanates.

Polyureas as coatings

Partially alkylated polyamines which may be viewed as low molecular weight polymers of x-amino-y-methylenephenyl are effective curing agents in combination with other polyamines and polyols in reaction injection molding for diverse class of polyisocyanates. Alkylation may range from 5 up to 100 percent to afford polyamines with a board spectrum of cure times, as well as to give elastomers with an interesting and useful diversity of properties. Such polyamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.

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Addison, IL, United States of America

Ray V Scott, Jr