US4483974A — Process for the production of stabilized polyisoc…

Claim 1

Independent Claim 195 words

A process for the production of solid polyisocyanates stabilized by a polymer coating and showing retarded reactivity comprising reacting (1) one or more solid polyisocyanates in particulate form, said polyisocyanates having melting points above 30° C., and (2) from 0.1 to 25 equivalent percent of amine per isocyanate equivalent of a compound having a molecular weight of from 32 to 6000, said compound being selected from the group consisting of (a) organic compounds containing one or more terminal --CO--NH--NH 2 groups, (b) hydrazines, and (c) mixtures thereof, said reaction being conducted at a temperature below the melting temperature of said solid polyisocyanate, and being conducted in the presence of (3) a liquid medium selected from the group consisting of (a) organic compounds containing one or more hydroxy groups and having molecular weights of from 62 to 6000, (b) organic compounds containing 2 or more aromatically-bound amino groups and having molecular weights of from 108 to 6000, (c) organic compounds containing 2 or more aliphatically-bound amino groups and having molecular weights of from 400 to 6000, (d) plasticizers, (e) water, and (f) mixtures thereof to form a suspension of polyadduct-coated, stabilized polyisocyanate in the liquid medium.

Claim 2

Dependent Claim 195 words

A process for the production of solid polyisocyanates stabilized by a polymer coating and showing retarded reactivity comprising reacting (1) one or more solid polyisocyanates in particulate form, said polyisocyanates having melting points above 30° C., and (2) from 0.1 to 25 equivalent percent of amine per isocyanate equivalent of a compound having a molecular weight of from 32 to 6000, said compound being selected from the group consisting of (a) organic compounds containing one or more terminal --CO--NH--NH 2 groups, (b) hydrazines, and (c) mixtures thereof, said reaction being conducted at a temperature below the melting temperature of said solid polyisocyanate, and being conducted in the presence of (3) a liquid medium selected from the group consisting of (a) organic compounds containing one or more hydroxy groups and having molecular weights of from 62 to 6000, (b) organic compounds containing 2 or more aromatically-bound amino groups and having molecular weights of from 108 to 6000, (c) organic compounds containing 2 or more aliphatically-bound amino groups and having molecular weights of from 400 to 6000, (d) plasticizers, (e) water, and (f) mixtures thereof to form a suspension of polyadduct-coated, stabilized polyisocyanate in the liquid medium.

Claim 3

Dependent Claim 19 words

The process of claim 1 wherein the particle size of the solid polyisocyanate is from 0.5 to 200 μm.

Claim 4

Dependent Claim 19 words

The process of claim 2 wherein the particle size of said solid polyisocyanate is from 1 to 50 μm.

Claim 5

Dependent Claim 21 words

The process of claim 1 wherein the reaction is conducted additionally in the presence of an apolar or slightly polar solvent.

Claim 6

Dependent Claim 18 words

The process of claim 4 further including the step of isolating the stabilized polyisocyanate from the liquid medium.

Claim 7

Dependent Claim 66 words

The process of claim 1 further comprising the steps of suspending the stabilized polyisocyanate in a compound selected from the group consisting of (i) organic compounds containing 2 or more hydroxyl groups and having molecular weights of from 400 to 600, (ii) organic compounds containing 2 or more aromatically and/or aliphatically-bound amino groups and having molecular weights of from 400 to 6000, and (iii) mixtures thereof.

Claim 8

Dependent Claim 35 words

The process of claim 1 wherein said compound (2) is selected from the group consisting of hydrazine, alkyl hydrazines, N,N'-dialkyl hydrazines and mixtures thereof, wherein the alkyl substituent contains from 1 to 6 carbon atoms.

Claim 9

Dependent Claim 21 words

The process of claim 1 wherein said compound (2) is a hydrazine having a molecular weight of from 32 to 198.

Claim 10

Dependent Claim 20 words

The process of claim 1 wherein said compound (2) is a compound containing 1 or more terminal --CO--NH--NH 2 groups.

Claim 11

Dependent Claim 18 words

The process of claim 9 wherein said compound (2) has a molecular weight of from 90 to 3000.

Claim 12

Dependent Claim 58 words

The process of claim 1 wherein said liquid medium is selected from the group consisting of (i) organic compounds containing two or more aromatically-bound amino groups and having molecular weights of from 400 to 6000, (ii) organic compounds containing two or more aliphatically-bound amino groups and having molecular weights of from 400 to 6000, and (iii) mixtures thereof.

Claim 13

Dependent Claim 17 words

The process of claim 1 wherein said solid polyisocyanate has a melting point of above 80° C.

Claim 14

Dependent Claim 30 words

The process of claim 12 wherein said solid polyisocyanate is selected from the group consisting of 1,5-naphthalene diisocyanate, 1,4-phenylene diisocyanate, 3,3'-diisocyanato-4,4'-dimethyl-N,N'-diphenyl urea, dimeric 1-methyl-2,4-diisocyanatobenzene, dimeric 4,4'-diisocyanatodiphenyl methane, and 3,3'-dimethyl-4,4'-diisocyanato diphenyl.

Claim 15

Dependent Claim 28 words

The process of claim 1 characterized in that said compound (2) is used in a quantity of from 0.1 to 8 equivalent percent of amine per isocyanate equivalent.

Claim 16

Dependent Claim 26 words

The process of claim 14 wherein said compound (2) is used in a quantity of from 0.3 to 3 equivalent percent of amine per isocyanate equivalent.

Claim 17

Dependent Claim 83 words

The process of claim 1 wherein said reaction is conducted in the presence of a liquid medium selected from the group consisting of (i) organic compounds containing two or more hydroxyl groups and having molecular weights of from 400 to 6000, (ii) organic compounds containing two or more aromatically-bound amino groups and having molecular weights of from 400 to 6000, (iii) organic compounds containing two or more aliphatically-bound amino groups and having molecular weights of from 400 to 6000, and (iv) mixtures thereof.

Claim 18

Dependent Claim 39 words

The process of claim 16 wherein said liquid medium additionally contains organic compounds containing two or more hydroxy groups and having molecular weights of from 62 to 399 and/or aromatic polyamines having molecular weights of from 108 to 399.

Claim 19

Dependent Claim 26 words

The process of claim 1 characterized in that the components are reacted in quantities corresponding to a formulation for the production of a one-component polyurethane system.

Claim 20

Dependent Claim 57 words

Polyadduct-coated, stabilized, solid, finely particulate isocyanates having retarded reactivity produced by the process of claim 1 characterized by a residual isocyanate content of from at least 75% to less than 99.9% of the isocyanate groups originally present in the unstabilized solid polyisocyanate, and further characterized by a thickening temperature of the suspension of greater than 55° C.

Claim 21

Dependent Claim 14 words

The polyisocyanate of claim 19 wherein the residual NCO-content is from 92 to 99.7%.

Claim 22

Dependent Claim 15 words

The polyisocyanate of claim 20 wherein the residual isocyanate content is from 97 to 99.7%.

Claim 23

Dependent Claim 24 words

The polyisocyanate of claim 19 characterized as having a solids content of polyadduct-coated polyisocyanates of from 3 to 70% by weight in the suspension.

Claim 24

Dependent Claim 53 words

Polyadduct-coated, stabilized, solid, finely particulate polyisocyanates having retarded reactivity produced by the process of claim 7 and characterized by a residual isocyanate content of from at least 75% to less than 99.9% of the isocyanate groups originally present in the unstabilized polyisocyanates and by a thickening temperature of the suspension above 55° C.

Claim 25

Dependent Claim 54 words

Polyadduct-coated, stabilized, solid, finely particulate polyisocyanates having retarded reactivity produced by the process of claim 9 and characterized by a residual isocyanate content of at least 75% and less than 99.9% of the isocyanate groups originally present in the unstabilized polyisocyanates and further characterized by a thickening temperature of the suspension above 55° C.

Claim 26

Dependent Claim 62 words

Polyadduct-coated, stabilized, solid, finely particulate polyisocyanates having retarded reactivity produced by the processes of any one of claim 11, claim 16, or claim 17, and characterized by a residual isocyanate content of from at least 75% to less than 99.9% of the isocyanate groups originally present in the unstabilized polyisocyanates and by a thickening temperature of the suspension of above 55° C.

Claim 27

Dependent Claim 57 words

In the process of producing polyurethanes from (A) polyisocyanates, (B) relatively high molecular weight polyhydroxyl and/or polyamino compounds, (C) optionally, low molecular weight chain-extending agents, (D) optionally, catalysts and, (E) optionally, other auxiliaries and additives, the improvement wherein said components A and B are supplied in the form of a suspension produced in accordance with claim 1.

Claim 28

Dependent Claim 57 words

In the process of producing polyurethanes from (A) polyisocyanates, (B) relatively high molecular weight polyhydroxyl and/or polyamino compounds, (C) optionally, low molecular weight chain-extending agents, (D) optionally, catalysts and, (E) optionally, other auxiliaries and additives, the improvement wherein said components A and B are supplied in the form of a suspension produced in accordance with claim 7.

Claim 29

Dependent Claim 57 words

In the process of producing polyurethanes from (A) polyisocyanates, (B) relatively high molecular weight polyhydroxyl and/or polyamino compounds, (C) optionally, low molecular weight chain-extending agents, (D) optionally, catalysts and, (E) optionally, other auxiliaries and additives, the improvement wherein said components A and B are supplied in the form of a suspension produced in accordance with claim 9.

Claim 30

Dependent Claim 60 words

In the process of producing polyurethanes from (A) polyisocyanates, (B) relatively high molecular weight polyhydroxyl and/or polyamino compounds, (C) optionally, low molecular weight chain-extending agents, (D) optionally, catalysts and, (E) optionally, other auxiliaries and additives, the improvement wherein said components A and B are supplied in the form of a suspension produced in accordance with claim 11, 16, or 17.

Claim 31

Dependent Claim 25 words

The process of claim 26 wherein the isocyanate/(amine+hydroxyl)-equivalent ratio of A/(B+C) in the polyurethane forming reaction is in the range of from 0.5:1 to 1.5:1.

Claim 32

Dependent Claim 194 words

A process for the production of solid polyisocyanates stabilized by a polymer coating and showing retarded reactivity comprising reacting (1) one or more solid polyisocyanates in particulate form, said polyisocyanates having melting points above 30° C., and (2) from 0.1 to 25 equivalent percent of amine per isocyanate equivalent of a compound having a molecular weight of from 32 to 6000, said compound being selected from the group consisting of (a) organic di- or higher functional compounds containing 2 or more aliphatically-bound primary and/or secondary amino groups, (b) organic compounds containing one or more terminal --CO--NH--NH 2 groups, (c) hydrazines, and (d) mixtures thereof said reaction being conducted at a temperature below the melting temperature of said solid polyisocyanate, and being conducted in the presence of (3) a liquid medium selected from the group consisting of (a) organic compounds containing 2 or more aromatically-bound amino groups and having molecular weights of from 108 to 6000, (b) organic compounds containing 2 or more aliphatically-bound amino groups and having molecular weights of from 400 to 6000, (c) plasticizers, (d) water, and (e) mixtures thereof to form a suspension of polyadduct-coated, stabilized polyisocyanate in the liquid medium.

Claim 33

Dependent Claim 194 words

A process for the production of solid polyisocyanates stabilized by a polymer coating and showing retarded reactivity comprising reacting (1) one or more solid polyisocyanates in particulate form, said polyisocyanates having melting points above 30° C., and (2) from 0.1 to 25 equivalent percent of amine per isocyanate equivalent of a compound having a molecular weight of from 32 to 6000, said compound being selected from the group consisting of (a) organic di- or higher functional compounds containing 2 or more aliphatically-bound primary and/or secondary amino groups, (b) organic compounds containing one or more terminal --CO--NH--NH 2 groups, (c) hydrazines, and (d) mixtures thereof said reaction being conducted at a temperature below the melting temperature of said solid polyisocyanate, and being conducted in the presence of (3) a liquid medium selected from the group consisting of (a) organic compounds containing 2 or more aromatically-bound amino groups and having molecular weights of from 108 to 6000, (b) organic compounds containing 2 or more aliphatically-bound amino groups and having molecular weights of from 400 to 6000, (c) plasticizers, (d) water, and (e) mixtures thereof to form a suspension of polyadduct-coated, stabilized polyisocyanate in the liquid medium.

Claim 34

Dependent Claim 19 words

The process of claim 31 wherein the particle size of the solid polyisocyanate is from 0.5 to 200 μm.

Claim 35

Dependent Claim 19 words

The process of claim 32 wherein the particle size of said solid polyisocyanate is from 1 to 50 μm.

Claim 36

Dependent Claim 21 words

The process of claim 31 wherein the reaction is conducted additionally in the presence of an apolar or slightly polar solvent.

Claim 37

Dependent Claim 18 words

The process of claim 34 further including the step of isolating the stabilized polyisocyanate from the liquid medium.

Claim 38

Dependent Claim 66 words

The process of claim 31 further comprising the steps of suspending the stabilized polyisocyanate in a compound selected from the group consisting of (i) organic compounds containing 2 or more hydroxyl groups and having molecular weights of from 400 to 600, (ii) organic compounds containing 2 or more aromatically and/or aliphatically-bound amino groups and having molecular weights of from 400 to 6000, and (iii) mixtures thereof.

Claim 39

Dependent Claim 35 words

The process of claim 31 wherein said compound (2) is an organic di- or higher functional compound containing two or more aliphatically-bound primary and/or secondary amino groups having a molecular weight from 60 to 3000.

Claim 40

Dependent Claim 41 words

The process of claim 31 wherein said compound (2) is a compound of the group (2)(a), wherein said liquid medium is selected from the group of (3)(b), and wherein said compound (2) and said liquid medium (3) are the same compound.

Claim 41

Dependent Claim 58 words

The process of claim 31 wherein said liquid medium is selected from the group consisting of (i) organic compounds containing two or more aromatically-bound amino groups and having molecular weights of from 400 to 6000, (ii) organic compounds containing two or more aliphatically-bound amino groups and having molecular weights of from 400 to 6000, and (iii) mixtures thereof.

Claim 42

Dependent Claim 17 words

The process of claim 31 wherein said solid polyisocyanate has a melting point of above 80° C.

Claim 43

Dependent Claim 28 words

The process of claim 40 wherein said solid polyisocyanate is selected from the group consisting of 1,5-naphthalene diisocyanate, 1,4-phenylene diisocyanate, 3,3'-diisocyanato-4,4'-dimethyl-N,N'-diphenyl urea, dimeric 1-methyl-2,4-diisocyanatobenzene, dimeric 4,4'-diisocyanato-diphenylmethane and 3,3'-dimethyl-4,4'-diisocyanato-diphenyl.

Claim 44

Dependent Claim 28 words

The process of claim 31 characterized in that said compound (2) is used in a quantity of from 0.1 to 8 equivalent percent of amine per isocyanate equivalent.

Claim 45

Dependent Claim 26 words

The process of claim 42 wherein said compound (2) is used in a quantity of from 0.3 to 3 equivalent percent of amine per isocyanate equivalent.

Claim 46

Dependent Claim 65 words

The process of claim 31 wherein said reaction is conducted in the presence of a liquid medium selected from the group consisting of (i) organic compounds containing two or more aromatically-bound amino groups and having molecular weights of from 400 to 6000, (ii) organic compounds containing two or more aliphatically-bound amino groups and having molecular weights of from 400 to 6000, and (iii) mixtures thereof.

Claim 47

Dependent Claim 39 words

The process of claim 44 wherein said liquid medium additionally contains organic compounds containing two or more hydroxy groups and having molecular weights of from 62 to 399 and/or aromatic polyamines having molecular weights of from 108 to 399.

Claim 48

Dependent Claim 26 words

The process of claim 31 characterized in that the components are reacted in quantities corresponding to a formulation for the production of a one-component polyurethane system.

Claim 49

Dependent Claim 57 words

Polyadduct-coated, stabilized, solid, finely particulate isocyanates having retarded reactivity produced by the process of claim 31, characterized by a residual isocyanate content of from at least 75% to less than 99.9% of the isocyanate groups originally present in the unstabilized solid polyisocyanate, and further characterized by a thickening temperature of the suspension of greater than 55° C.

Claim 50

Dependent Claim 57 words

In the process of producing polyurethanes from (A) polyisocyanates, (B) relatively high molecular weight polyhydroxyl and/or polyamino compounds, (C) optionally, low molecular weight chain-extending agents, (D) optionally, catalysts and, (E) optionally, other auxiliaries and additives, the improvement wherein said components A and B are supplied in the form of a suspension produced in accordance with claim 31.

Claim 51

Dependent Claim 25 words

The process of claim 48 wherein the isocyanate/(amine+hydroxyl)-equivalent ratio of A/(B+C) in the polyurethane forming reaction is in the range of from 0.5:1 to 1.5:1.

Claim 52

Dependent Claim 179 words

A process for the production of solid polyisocyanates stabilized by a polymer coating and showing retarded reactivity comprising (A) reacting: (1) one or more solid polyisocyanates in particulate form, said polyisocyanates having melting points above 30° C., and (2) from 0.1 to 25 equivalent percent of amine per isocyanate equivalent of a compound having a molecular weight of from 32 to 6000, said compound being selected from the group consisting of (a) organic di- or higher functional compounds containing 2 or more aliphatically-bound primary and/or secondary amino groups, (b) organic compounds containing one or more terminal --CO--NH--NH 2 groups, (c) hydrazines, and (d) mixtures thereof, said reaction being conducted at a temperature below the melting temperature of said solid polyisocyanate, and being conducted in the presence of an organic compound containing one or more hydroxyl groups and having molecular weights of from 400 to 6000 to form a suspension of polyadduct-coated, stabilized polyisocyanate, (B) adding to the suspension one or more organic compounds containing 2 or more aromatically-bound amino groups and having molecular weights of from 108 to 399.

Claim 53

Dependent Claim 179 words

A process for the production of solid polyisocyanates stabilized by a polymer coating and showing retarded reactivity comprising (A) reacting: (1) one or more solid polyisocyanates in particulate form, said polyisocyanates having melting points above 30° C., and (2) from 0.1 to 25 equivalent percent of amine per isocyanate equivalent of a compound having a molecular weight of from 32 to 6000, said compound being selected from the group consisting of (a) organic di- or higher functional compounds containing 2 or more aliphatically-bound primary and/or secondary amino groups, (b) organic compounds containing one or more terminal --CO--NH--NH 2 groups, (c) hydrazines, and (d) mixtures thereof, said reaction being conducted at a temperature below the melting temperature of said solid polyisocyanate, and being conducted in the presence of an organic compound containing one or more hydroxyl groups and having molecular weights of from 400 to 6000 to form a suspension of polyadduct-coated, stabilized polyisocyanate, (B) adding to the suspension one or more organic compounds containing 2 or more aromatically-bound amino groups and having molecular weights of from 108 to 399.

Claim 54

Dependent Claim 5 words

The product of claim 50.

Claim 55

Dependent Claim 58 words

In the process of producing polyurethanes from (A) polyisocyanates, (B) relatively high molecular weight polyhydroxyl and/or polyamino compounds, (C) optionally, low molecular weight chain-extending agents, (D) optionally, catalysts and, (E) optionally, other auxiliaries and additives, the improvement wherein said components A, B and C are supplied in the form of a suspension produced in accordance with claim 50.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1987-11-20	1988-05-21	1988-11-20	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1991-11-20	1992-05-21	1992-11-20	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1995-11-20	1996-05-21	1996-11-20	$7700.00	Window Closed / Lapsed

Process for the production of stabilized polyisocyanates, the polyisocyanates so-stabilized and their use in the production of polyurethanes

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