US4507407A — Process for in situ coloration of thermosetting r…

Claim 1

Independent Claim 128 words

A process for coloring polyurethane resins made by a polyaddition reaction of a polyol and an isocyanate, which comprises adding to the reaction mixture before or during the polyaddition reaction a reactive coloring agent suitable for incorporation in the resin with the formation of covalent bonds, said coloring agent having the formula: ##STR11## wherein R 1 , R 2 , R 3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, alkyl, aryl, cyano, sulfonylalkyl, sulfonylaryl, thioalkyl, thioaryl, sulfinylalkyl, sulfinylaryl, dithioalkyl, dithioaryl, thiocyano, amidoalkyl, amidodialkyl, oxyalkyl, oxyaryl, hydrogen, sulfonamidoalkyl, sulfonamidoaryl, sulfonamidodialkyl, sulfonamidodiaryl, carbocyclic forming polymethylene chains, sulfenamidoalkyl, sulfenamidodialkyl, sulfenamidoaryl, sulfenamidodiaryl, sulfinamidoalkyl, sulfinamidodialkyl, sulfinamidoaryl, sulfinamidodiaryl; and A is an organic dyestuff coupler that is resistant to stannous octanoate and flame retardant compounds and which has functionality through reactive substituents thereof.

Claim 2

Dependent Claim 128 words

A process for coloring polyurethane resins made by a polyaddition reaction of a polyol and an isocyanate, which comprises adding to the reaction mixture before or during the polyaddition reaction a reactive coloring agent suitable for incorporation in the resin with the formation of covalent bonds, said coloring agent having the formula: ##STR11## wherein R 1 , R 2 , R 3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, alkyl, aryl, cyano, sulfonylalkyl, sulfonylaryl, thioalkyl, thioaryl, sulfinylalkyl, sulfinylaryl, dithioalkyl, dithioaryl, thiocyano, amidoalkyl, amidodialkyl, oxyalkyl, oxyaryl, hydrogen, sulfonamidoalkyl, sulfonamidoaryl, sulfonamidodialkyl, sulfonamidodiaryl, carbocyclic forming polymethylene chains, sulfenamidoalkyl, sulfenamidodialkyl, sulfenamidoaryl, sulfenamidodiaryl, sulfinamidoalkyl, sulfinamidodialkyl, sulfinamidoaryl, sulfinamidodiaryl; and A is an organic dyestuff coupler that is resistant to stannous octanoate and flame retardant compounds and which has functionality through reactive substituents thereof.

Claim 3

Dependent Claim 13 words

The process as defined in claim 1 wherein the polyurethane is a foam.

Claim 4

Dependent Claim 60 words

The process as defined in claim 1 wherein the dyestuff coupler is ##STR12## wherein R 4 , R 5 , R 6 , and R 7 are selected from hydrogen, alkyl, oxyalkyl, oxyaryl, sulfonamidoalkyl, sulfonamidoaryl, sulfonamidodialkyl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, thioalkyl and thioaryl; and R 8 and R 9 are selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.

Claim 5

Dependent Claim 67 words

The process as defined in claim 1 wherein the dyestuff coupler is ##STR13## wherein R 10 , R 12 , R 13 and R 14 are selected from hydrogen or lower alkyl, R 11 is selected from hydrogen, lower alkyl, amidoalkyl, amidoaryl, sulfonamidoalkyl, or sulfonamidoaryl, R 15 and R 16 are lower alkyl and R 17 is selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.

Claim 6

Dependent Claim 65 words

The process of claim 1 wherein the dyestuff coupler is ##STR14## wherein R 10 , R 12 , R 13 and R 14 are selected from hydrogen or lower alkyl, R 11 is selected from hydrogen, lower alkyl, amidoalkyl, amidoaryl, sulfonamidoalkyl, or sulfonamidoaryl, R 15 and R 16 are lower alkyl and R 17 is selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.

Claim 7

Dependent Claim 15 words

The process as defined in claim 1 wherein the polyurethane resin contains a flame retardant.

Claim 8

Dependent Claim 25 words

The process as defined in claim 1 wherein the coloring agent is at least one coloring agent selected from coloring agents of the formula: ##STR15##

Claim 9

Dependent Claim 103 words

A colored polyurethane resin which comprises the reaction product of a polyol and an isocyanate and which further includes a covalently bound coloring agent having the formula: ##STR16## wherein R 1 , R 2 , R 3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, alkyl, aryl, cyano, sulfonylalkyl, sulfonylaryl, thioalkyl, thioaryl, sulfinylalkyl, sulfinylaryl, dithioalkyl, dithioaryl, thiocyano, amidoalkyl, amidodialkyl, oxyalkyl, oxyaryl, hydrogen, sulfonamidoalkyl, sulfonamidoaryl, sulfonamidodialkyl, sulfonamidodiaryl, carbocyclic forming polymethylene chains, sulfenamidoalkyl, sulfenamidodialkyl, sulfenamidoaryl, sulfenamidodiaryl, sulfinamidoalkyl, sulfinamidodialkyl, sulfinamidoaryl, sulfinamidodiaryl; and A is an organic dyestuff coupler that is resistant to stannous octanoate and flame retardant compounds and which has functionality through reactive substituents thereof.

Claim 10

Dependent Claim 103 words

A colored polyurethane resin which comprises the reaction product of a polyol and an isocyanate and which further includes a covalently bound coloring agent having the formula: ##STR16## wherein R 1 , R 2 , R 3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, alkyl, aryl, cyano, sulfonylalkyl, sulfonylaryl, thioalkyl, thioaryl, sulfinylalkyl, sulfinylaryl, dithioalkyl, dithioaryl, thiocyano, amidoalkyl, amidodialkyl, oxyalkyl, oxyaryl, hydrogen, sulfonamidoalkyl, sulfonamidoaryl, sulfonamidodialkyl, sulfonamidodiaryl, carbocyclic forming polymethylene chains, sulfenamidoalkyl, sulfenamidodialkyl, sulfenamidoaryl, sulfenamidodiaryl, sulfinamidoalkyl, sulfinamidodialkyl, sulfinamidoaryl, sulfinamidodiaryl; and A is an organic dyestuff coupler that is resistant to stannous octanoate and flame retardant compounds and which has functionality through reactive substituents thereof.

Claim 11

Dependent Claim 13 words

The colored resin as defined in claim 8 wherein the resin is foamed.

Claim 12

Dependent Claim 63 words

The colored resin as defined in claim 8 wherein the coloring agent has the formula: ##STR17## wherein R 4 , R 5 , R 6 , and R 7 are selected from hydrogen, alkyl, oxyalkyl, oxyaryl, sulfonamidoalkyl, sulfonamidoaryl, sulfonamidodialkyl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, thioalkyl and thioaryl; and R 8 and R 9 are selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.

Claim 13

Dependent Claim 70 words

The colored resin as defined in claim 8 wherein the coloring agent has the formula: ##STR18## wherein R 10 , R 12 , R 13 and R 14 are selected from hydrogen or lower alkyl, R 11 is selected from hydrogen, lower alkyl, amidoalkyl, amidoaryl, sulfonamidoalkyl, or sulfonamidoaryl, R 15 and R 16 are lower alkyl and R 17 is selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.

Claim 14

Dependent Claim 70 words

The colored resin as defined in claim 8 wherein the coloring agent has the formula: ##STR19## wherein R 10 , R 12 , R 13 and R 14 are selected from hydrogen or lower alkyl, R 11 is selected from hydrogen, lower alkyl, amidoalkyl, amidoaryl, sulfonamidoalkyl, or sulfonamidoaryl, R 15 and R 16 are lower alkyl and R 17 is selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1988-03-25	1988-09-24	1989-03-26	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1992-03-25	1992-09-24	1993-03-26	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1996-03-25	1996-09-24	1997-03-26	$7700.00	Window Closed / Lapsed

Process for in situ coloration of thermosetting resins

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