US4472568A — Process for the preparation of polyamines from N-…

Claim 1

Independent Claim 111 words

A process for the preparation of aromatic polyamines comprising hydrolyzing a urea in the presence of a base, characterized in that the urea corresponds to the general formula: ##STR28## wherein A denotes a residue obtained by the removal of n isocyanate groups from an isocyanate compound which contains urethane, urea, allophanate, biuret, isocyanurate, and/or ether groups and has the isocyanate groups directly attached to aromatic residues, R 1 and R 2 denote, independently of each other, a linear, branched or cyclic, saturated hydrocarbon group containing 1 to 10 carbon atoms, or together form a ring having 4 to 6 ring carbon atoms, and denotes an integer of from 2 to 4.

Claim 2

Dependent Claim 111 words

A process for the preparation of aromatic polyamines comprising hydrolyzing a urea in the presence of a base, characterized in that the urea corresponds to the general formula: ##STR28## wherein A denotes a residue obtained by the removal of n isocyanate groups from an isocyanate compound which contains urethane, urea, allophanate, biuret, isocyanurate, and/or ether groups and has the isocyanate groups directly attached to aromatic residues, R 1 and R 2 denote, independently of each other, a linear, branched or cyclic, saturated hydrocarbon group containing 1 to 10 carbon atoms, or together form a ring having 4 to 6 ring carbon atoms, and denotes an integer of from 2 to 4.

Claim 3

Dependent Claim 20 words

A process according to claim 1, characterized in that the alkaline hydrolysis is carried out using aqueous alkali metal hydroxides.

Claim 4

Dependent Claim 28 words

A process according to claim 1, characterized in that R 1 and R 2 denote, independently of each other, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl or secondary butyl.

Claim 5

Dependent Claim 64 words

A process according to claim 1, characterized in that the compound corresponding to the general formula: ##STR29## constitutes a reaction product of a secondary amine corresponding to the general formula: ##STR30## wherein R 1 and R 2 are as defined in claim 1, and an isocyanate compound corresponding to the general formula: A(NCO).sub.n, wherein A and n have the meanings defined in claim 1.

Claim 6

Dependent Claim 47 words

A process according to claim 4, characterized in that said isocyanate compound is a reaction product of a polyether with a molecular weight of from 400 to 6,000 containing 2 to 4 hydroxyl groups and an aromatic polyisocyanate, using an NCO:OH ratio of from 1.5:1 to 2.8:1.

Claim 7

Dependent Claim 35 words

A process according to claim 5, characterized in that said isocyanate compound is a reaction product of said polyether and a polyol with a molecular weight of from 62 to 399 and an aromatic polyisocyanate.

Claim 8

Dependent Claim 220 words

A process for the preparation of aromatic polyamines characterized in that an isocyanate compound corresponding to the general formula: A--(NCO).sub.n, wherein A denotes a residue obtained by the removal of n-isocyanate groups from a compound containing urethane, urea, biuret, allophanate, isocyanurate, and/or ether groups and having aromatically-bound isocyanate groups, and n denotes an integer from 2 to 4, is treated, at from 0° to 60° C., with a mixture of (a) water, (b) from 0.1 to 10 equivalents (based on 1 equivalent of NCO) of a secondary amine corresponding to the general formula: ##STR31## wherein R 1 and R 2 denote, independently of each other, a linear or branched aliphatic or cycloaliphatic, saturated hydrocarbon group containing from 1 to 10 carbon atoms or together denote a heterocyclic ring containing 4 to 6 ring carbon atoms, (c) from 0 to 2 equivalents of a base containing OH.sup.⊖ groups (based on 1 equivalent of NCO), (d) from 0 to 2 equivalents of a compound containing t-amino groups (based on 1 equivalent of NCO) and (e) from 0 to 100 parts of a solvent (based on 1 part of said isocyanate compound), at least one of the components (c) and (d) being used in a quantity of from 0.1 to 2 equivalents, and the resulting aromatic polyamine is isolated from the reaction product.

Claim 9

Dependent Claim 220 words

A process for the preparation of aromatic polyamines characterized in that an isocyanate compound corresponding to the general formula: A--(NCO).sub.n, wherein A denotes a residue obtained by the removal of n-isocyanate groups from a compound containing urethane, urea, biuret, allophanate, isocyanurate, and/or ether groups and having aromatically-bound isocyanate groups, and n denotes an integer from 2 to 4, is treated, at from 0° to 60° C., with a mixture of (a) water, (b) from 0.1 to 10 equivalents (based on 1 equivalent of NCO) of a secondary amine corresponding to the general formula: ##STR31## wherein R 1 and R 2 denote, independently of each other, a linear or branched aliphatic or cycloaliphatic, saturated hydrocarbon group containing from 1 to 10 carbon atoms or together denote a heterocyclic ring containing 4 to 6 ring carbon atoms, (c) from 0 to 2 equivalents of a base containing OH.sup.⊖ groups (based on 1 equivalent of NCO), (d) from 0 to 2 equivalents of a compound containing t-amino groups (based on 1 equivalent of NCO) and (e) from 0 to 100 parts of a solvent (based on 1 part of said isocyanate compound), at least one of the components (c) and (d) being used in a quantity of from 0.1 to 2 equivalents, and the resulting aromatic polyamine is isolated from the reaction product.

Claim 10

Dependent Claim 28 words

A process according to claim 7, characterized in that component (c) consists of 1.0 to 1.5 equivalents of an alkali metal hydroxide (based on 1 equivalent of NCO).

Claim 11

Dependent Claim 25 words

A process according to claim 7, characterized in that component (d) contains 1.0 to 1.5 equivalents of tertiary amino groups to 1 equivalent of NCO.

Claim 12

Dependent Claim 115 words

A process for the preparation of compounds containing urethane and ether groups, characterized in that a urea compound prepared from dimethylamine or diethylamine and an isocyanate prepolymer which has been obtained by the reaction of a polyether with a molecular weight of from 400 to 6,000 containing 2 or 3 hydroxyl groups and an aromatic polyisocyanate, using an NCO:OH ratio in the range of 1.5:1 to 2.8:1 is treated in water at a temperature of from 40° to 100° C., with a quantity of an alkali metal hydroxide which is at least equivalent to or slightly in excess of the quantity of urea groups, and the amine end product is removed from the reaction mixture.

Claim 13

Dependent Claim 115 words

A process for the preparation of compounds containing urethane and ether groups, characterized in that a urea compound prepared from dimethylamine or diethylamine and an isocyanate prepolymer which has been obtained by the reaction of a polyether with a molecular weight of from 400 to 6,000 containing 2 or 3 hydroxyl groups and an aromatic polyisocyanate, using an NCO:OH ratio in the range of 1.5:1 to 2.8:1 is treated in water at a temperature of from 40° to 100° C., with a quantity of an alkali metal hydroxide which is at least equivalent to or slightly in excess of the quantity of urea groups, and the amine end product is removed from the reaction mixture.

Claim 14

Dependent Claim 36 words

A process according to claim 10, characterized in that said isocyanate prepolymer is obtained by the reaction of a polyether and a polyol with a molecular weight of from 62 to 400 and an aromatic polyisocyanate.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1987-09-18	1988-03-19	1988-09-18	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1991-09-18	1992-03-19	1992-09-18	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1995-09-18	1996-03-19	1996-09-18	$7700.00	Window Closed / Lapsed

Process for the preparation of polyamines from N-monoaryl-N',N'-dialkyl urea compounds and their use for the synthesis of polyurethanes

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