US5322873A — Carbamate silicon compounds as latent coupling ag…

Claim 1

Independent Claim 286 words

In a process for adhering organic resins to inorganic surfaces the improvement which comprises using as a latent coupling agent a tert-alkyl carbamate of the formula: ##STR8## wherein: R contains 1 to 20 carbon atoms and represents an arylene group, an alkarylene group or a branched or straight chain, saturated or unsaturated group of the structure: ##STR9## wherein x, y, and z have a value of from 0 to 20 and wherein the sum of x, y, and z is at least 1, but not greater than 20 and wherein R 5 is an alkyl group of 1 to 6 carbon atoms, R 1 contains 1 to 10 carbon atoms, and represents a straight or branched chain alkyl group, an aryl group, or an alkaryl group; R 2 is the same as R 1 and may additionally represent hydrogen, acyl, alkoxyalkyl, CH 3 OCH 2 CH 2 --, CH 3 OCH(CH 3 )CH 2 --, N═C(R')(R") wherein R' and R" are lower alkyl, and silyl groups including the hydrolytic condensation products thereof; R 3 contains 1 to 10 carbon atoms, and represents a saturated or unsaturated aliphatic or aryl group with the proviso that the R 3 groups need not be the same and the formula (I) must contain at least one alkyl group R 3 which contains an alpha-carbon with at least one hydrogen; R 4 represents hydrogen, aryl, or a straight or branched chain alkyl group of 1 to 10 carbon atoms, or --R--Si--(R.sup.1.sub.(3-a) (OR.sup.2).sub.a wherein R, R 1 and R 2 are as previously indicated, n has a value of from 1 to 10, b has a value of from 2 to 5 and a has a value of 1, 2 or 3.

Claim 2

Dependent Claim 286 words

In a process for adhering organic resins to inorganic surfaces the improvement which comprises using as a latent coupling agent a tert-alkyl carbamate of the formula: ##STR8## wherein: R contains 1 to 20 carbon atoms and represents an arylene group, an alkarylene group or a branched or straight chain, saturated or unsaturated group of the structure: ##STR9## wherein x, y, and z have a value of from 0 to 20 and wherein the sum of x, y, and z is at least 1, but not greater than 20 and wherein R 5 is an alkyl group of 1 to 6 carbon atoms, R 1 contains 1 to 10 carbon atoms, and represents a straight or branched chain alkyl group, an aryl group, or an alkaryl group; R 2 is the same as R 1 and may additionally represent hydrogen, acyl, alkoxyalkyl, CH 3 OCH 2 CH 2 --, CH 3 OCH(CH 3 )CH 2 --, N═C(R')(R") wherein R' and R" are lower alkyl, and silyl groups including the hydrolytic condensation products thereof; R 3 contains 1 to 10 carbon atoms, and represents a saturated or unsaturated aliphatic or aryl group with the proviso that the R 3 groups need not be the same and the formula (I) must contain at least one alkyl group R 3 which contains an alpha-carbon with at least one hydrogen; R 4 represents hydrogen, aryl, or a straight or branched chain alkyl group of 1 to 10 carbon atoms, or --R--Si--(R.sup.1.sub.(3-a) (OR.sup.2).sub.a wherein R, R 1 and R 2 are as previously indicated, n has a value of from 1 to 10, b has a value of from 2 to 5 and a has a value of 1, 2 or 3.

Claim 3

Dependent Claim 18 words

The process of claim 1 wherein said inorganic surface is comprised in whole or in part of glass.

Claim 4

Dependent Claim 10 words

The process of claim 1 wherein said surface is fiberglass.

Claim 5

Dependent Claim 18 words

The process of claim 1 wherein said surface is comprised in whole or inpart of an inorganic oxide.

Claim 6

Dependent Claim 118 words

An article having at least a portion thereof coated with a tert-alkyl carbamate silicon compound, having the following unit structure: ##STR10## wherein R 3 contains 1 to 10 carbon atoms and represent a saturated or unsaturated aliphatic group with the proviso that the R 3 groups need not be the same and contain at least one alkyl group having an alpha-carbon with at least one hydrogen, and wherein the remainder of the molecule contains at least one silicon atom and from 1 to 90 carbon atoms, wherein the unit structure is attached to the silicon atom through a carbon linkage, and wherein the tert-alkyl carbamate silicon compound can also contain one or more of nitrogen, oxygen or halogen.

Claim 7

Dependent Claim 118 words

An article having at least a portion thereof coated with a tert-alkyl carbamate silicon compound, having the following unit structure: ##STR10## wherein R 3 contains 1 to 10 carbon atoms and represent a saturated or unsaturated aliphatic group with the proviso that the R 3 groups need not be the same and contain at least one alkyl group having an alpha-carbon with at least one hydrogen, and wherein the remainder of the molecule contains at least one silicon atom and from 1 to 90 carbon atoms, wherein the unit structure is attached to the silicon atom through a carbon linkage, and wherein the tert-alkyl carbamate silicon compound can also contain one or more of nitrogen, oxygen or halogen.

Claim 8

Dependent Claim 13 words

The article of claim 5 which is characterized by an inorganic oxide surface.

Claim 9

Dependent Claim 11 words

The article of claim 5 which is a woven fiber glass.

Claim 10

Dependent Claim 9 words

The article of claim 5 which is fiber glass.

Claim 11

Dependent Claim 164 words

A process for activating tert-alkyl carbamate silicon compounds, having the following unit structure: ##STR11## wherein R 3 contains 1 to 10 carbon atoms and represent a saturated or unsaturated aliphatic group with the proviso that the R 3 groups need not be the same and contain at least one alkyl group having an alpha-carbon with at least one hydrogen, and wherein the remainder of the molecule contains at least one silicon atom and from 1 to 90 carbon atoms, wherein the unit structure is attached to the silicon atom through a carbon linkage, and wherein the tert-alkyl carbamate silicon compound can also contain one or more of nitrogen, oxygen or halogen, said compound contained on an article as a latent coupling agent and upon deblocking of said compound an aminosilane coupling agent becomes available for coupling of materials to such article, said process comprising heating said article to a temperature and period of time to effect deblocking of at least some of said carbamate.

Claim 12

Dependent Claim 164 words

A process for activating tert-alkyl carbamate silicon compounds, having the following unit structure: ##STR11## wherein R 3 contains 1 to 10 carbon atoms and represent a saturated or unsaturated aliphatic group with the proviso that the R 3 groups need not be the same and contain at least one alkyl group having an alpha-carbon with at least one hydrogen, and wherein the remainder of the molecule contains at least one silicon atom and from 1 to 90 carbon atoms, wherein the unit structure is attached to the silicon atom through a carbon linkage, and wherein the tert-alkyl carbamate silicon compound can also contain one or more of nitrogen, oxygen or halogen, said compound contained on an article as a latent coupling agent and upon deblocking of said compound an aminosilane coupling agent becomes available for coupling of materials to such article, said process comprising heating said article to a temperature and period of time to effect deblocking of at least some of said carbamate.

Claim 13

Dependent Claim 19 words

The process of claim 9 which is conducted at a temperature of from about 100° to about 250° C.

Claim 14

Dependent Claim 21 words

The process of claim 9 wherein heating is effected for a period of from about 1 minute to about 100 minutes.

Claim 15

Dependent Claim 190 words

A process for coupling materials to an article wherein said material can be coupled to said article by means of an aminosilane which comprises coating at least a portion of said article with a tertiary-alkyl carbamate silicon compound, having the following unit structure: ##STR12## wherein R 3 contains 1 to 10 carbon atoms and represent a saturated or unsaturated aliphatic group with the proviso that the R 3 groups need not be the same and contain at least one alkyl group having an alpha-carbon with at least one hydrogen, and wherein the remainder of the molecule contains at least one silicon atom and from 1 to 90 carbon atoms, wherein the unit structure is attached to the silicon atom through a carbon linkage, and wherein the tert-alkyl carbamate silicon compound can also contain one or more of nitrogen, oxygen or halogen, and when it is desired to couple said material to said article, heating said article coated with said carbamate in the presence of said material at a temperature and for a period of time to effect deblocking of at least some of said compound and thereby effect said coupling.

Claim 16

Dependent Claim 190 words

A process for coupling materials to an article wherein said material can be coupled to said article by means of an aminosilane which comprises coating at least a portion of said article with a tertiary-alkyl carbamate silicon compound, having the following unit structure: ##STR12## wherein R 3 contains 1 to 10 carbon atoms and represent a saturated or unsaturated aliphatic group with the proviso that the R 3 groups need not be the same and contain at least one alkyl group having an alpha-carbon with at least one hydrogen, and wherein the remainder of the molecule contains at least one silicon atom and from 1 to 90 carbon atoms, wherein the unit structure is attached to the silicon atom through a carbon linkage, and wherein the tert-alkyl carbamate silicon compound can also contain one or more of nitrogen, oxygen or halogen, and when it is desired to couple said material to said article, heating said article coated with said carbamate in the presence of said material at a temperature and for a period of time to effect deblocking of at least some of said compound and thereby effect said coupling.

Claim 17

Dependent Claim 116 words

A composition comprised of a tert-alkyl carbamate silicon compound, having the following unit structure: ##STR13## wherein R 3 contains 1 to 10 carbon atoms and represent a saturated or unsaturated aliphatic group with the proviso that the R 3 groups need not be the same and contain at least one alkyl group having an alpha-carbon with at least one hydrogen, and wherein the remainder of the molecule contains at least one silicon atom and from 1 to 90 carbon atoms, wherein the unit structure is attached to the silicon atom through a carbon linkage, and wherein the tert-alkyl carbamate silicon compound can also contain one or more of nitrogen, oxygen or halogen, and an organic polymer.

Claim 18

Dependent Claim 116 words

A composition comprised of a tert-alkyl carbamate silicon compound, having the following unit structure: ##STR13## wherein R 3 contains 1 to 10 carbon atoms and represent a saturated or unsaturated aliphatic group with the proviso that the R 3 groups need not be the same and contain at least one alkyl group having an alpha-carbon with at least one hydrogen, and wherein the remainder of the molecule contains at least one silicon atom and from 1 to 90 carbon atoms, wherein the unit structure is attached to the silicon atom through a carbon linkage, and wherein the tert-alkyl carbamate silicon compound can also contain one or more of nitrogen, oxygen or halogen, and an organic polymer.

Claim 19

Dependent Claim 9 words

The composition of claim 13 contained in a solvent.

Claim 20

Dependent Claim 12 words

The composition of claim 14 wherein said solvent is an organic solvent.

Claim 21

Dependent Claim 12 words

The composition of claim 14 wherein said solvent is an aqueous solvent.

Claim 22

Dependent Claim 10 words

The composition of claim 14 wherein said solvent is water.

Claim 23

Dependent Claim 9 words

The composition of claim 13 which is a dispersion.

Claim 24

Dependent Claim 9 words

The composition of claim 13 which is a solution.

Claim 25

Dependent Claim 10 words

The composition of claim 13 which contains a resinous material.

Claim 26

Dependent Claim 14 words

The composition of claim 13 which contains at least one of epoxies or iscyanates.

Claim 27

Dependent Claim 8 words

Articles coated with the composition of claim 13.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1997-06-20	1997-12-20	1998-06-21	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	2001-06-20	2001-12-20	2002-06-21	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2005-06-20	2005-12-20	2006-06-21	$7700.00	Window Closed / Lapsed

Carbamate silicon compounds as latent coupling agents and process for preparation and use

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