Curable polybutadiene-based resins having improved properties

Claim 2

An adhesive and sealant composition having improved thermal and impact properties and curable through gaps of more than 40 mils, comprising: I. a polymerizable product corresponding in structure to a reaction product of: (a) a polybutadiene polyol of polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration and selected from the group consisting of polybutadiene, butadiene-acrylonitrile copolymers, and butadiene-styrene copolymers, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl acrylate, a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate; and II. a free radical initiator.

Claim 3

A composition of claim 1 wherein the polybutadiene polyol is a poly(butadiene-acrylonitrile)diol.

Claim 4

A composition of claim 1 wherein the polyisocyanate is toluene diisocyanate.

Claim 5

A composition of claim 1 wherein the polyisocyanate is 4,4'-diisocyanate diphenylmethane.

Claim 6

A composition of claim 1 wherein reaction product (b) is an NCO-terminated product of hydrogenated bisphenol-A and toluene diisocyanate.

Claim 7

A composition of claim 1 wherein the hydroxyalkyl methacrylate is hydroxyethyl methacrylate.

Claim 8

A composition of claim 1 wherein the hydroxyalkyl methacrylate is hydroxypropyl methacrylate.

Claim 9

A composition of claim 1 which additionally contains an organic solvent.

Claim 10

A composition of claim 8 wherein the solvent is a coreactive solvent.

Claim 11

A composition of claim 1 wherein the initiator is a peroxy initiator.

Claim 12

A composition of claim 1 wherein the initiator is an ultraviolet-activated initiator.

Claim 13

An anaerobic adhesive and sealant composition having improved thermal and impact properties and curable through gaps of more than 40 mils, comprising: I. a polymerizable product corresponding in structure to a reaction product of: (a) a polybutadiene polyol or polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration and selected from the group consisting of polybutadiene, butadiene-acrylonitrile copolymers, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl acrylate, a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate; and II. a peroxy initiator.

Claim 14

An anaerobic adhesive and sealant composition having improved thermal and impact properties and curable through gaps of more than 40 mils, comprising: I. a polymerizable product corresponding in structure to a reaction product of: (a) a polybutadiene polyol or polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration and selected from the group consisting of polybutadiene, butadiene-acrylonitrile copolymers, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl acrylate, a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate; and II. a peroxy initiator.

Claim 15

A composition of claim 12 wherein the peroxy initiator is a hydroperoxide.

Claim 16

A composition of claim 13 wherein the hydroperoxide is cumene hydroperoxide.

Claim 17

A composition of claim 12 wherein the polybutadiene polyol is a poly(butadiene-acrylonitrile)diol.

Claim 18

A composition of claim 12 wherein the polyisocyanate is toluene diisocyanate.

Claim 19

A composition of claim 12 wherein the polyisocyanate is 4,4'-diisocyanato diphenylmethane.

Claim 20

A composition of claim 12 wherein reaction products (b) is an NCO-terminated product of hydrogenated bisphenol-A and toluene diisocyanate.

Claim 21

A composition of claim 12 wherein the hydroxyalkyl methacrylate is hydroxyethyl methacrylate.

Claim 22

A composition of claim 12 wherein the hydroxyalkyl methacrylate is hydroxypropyl methacrylate.

Claim 23

A composition of claim 12 which additionally contains an organic solvent.

Claim 24

A composition of claim 21 wherein the solvent is a coreactive solvent.

Claim 25

A composition of claim 12 which additionally contains a polymerization accelerator.

Claim 26

A composition of claim 23 wherein the accelerator is an amide or amine.

Claim 27

An adhesive and sealant composition having improved thermal and impact properties and curable through gaps of more than 40 mils, comprising: I. a polymerizable product corresponding in structure to a reaction product of: (a) a polybutadiene polyol or polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate; and II. a free radical initiator.

Claim 28

An adhesive and sealant composition having improved thermal and impact properties and curable through gaps of more than 40 mils, comprising: I. a polymerizable product corresponding in structure to a reaction product of: (a) a polybutadiene polyol or polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate; and II. a free radical initiator.

Claim 29

A process for preparing an adhesive and sealant monomer having improved thermal properties and curable through gaps of more than 40 mils, comprising: I. reacting: (a) a polybutadiene polyol or polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration and selected from the group consisting of polybutadiene, butadiene-acrylonitrile copolymers, and butadiene-styrene copolymers, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, II. the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl acrylate, a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate.

Claim 30

A process for preparing an adhesive and sealant monomer having improved thermal properties and curable through gaps of more than 40 mils, comprising: I. reacting: (a) a polybutadiene polyol or polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration and selected from the group consisting of polybutadiene, butadiene-acrylonitrile copolymers, and butadiene-styrene copolymers, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, II. the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl acrylate, a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate.

Claim 31

A process for sealing or adhering surfaces which comprises: (A) applying to at least one of said surfaces an adhesive and sealant composition having improved thermal and impact properties and curable through gaps of more than 40 mils, comprising: I. a polymerizable product corresponding in structure to a reaction product of: (a) a polybutadiene polyol or polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration and selected from the groups consisting of polybutadiene, butadiene-acrylonitrile copolymers, and butadiene-styrene copolymers, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl acrylate, a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate; and II. a peroxy free radical initiator (B) placing said surfaces in an abutting relationship until the composition has cured.

Claim 32

A process for sealing or adhering surfaces which comprises: (A) applying to at least one of said surfaces an adhesive and sealant composition having improved thermal and impact properties and curable through gaps of more than 40 mils, comprising: I. a polymerizable product corresponding in structure to a reaction product of: (a) a polybutadiene polyol or polyamine comprising about 5 to about 150 butadiene units and having at least about 70 percent of the butadiene units in the 1,4-configuration and selected from the groups consisting of polybutadiene, butadiene-acrylonitrile copolymers, and butadiene-styrene copolymers, and, (b) a molar excess of a reaction product of: a molar excess of an aromatic or cycloaliphatic polyisocyanate with a compound selected from the group consisting of an aromatic or cycloaliphatic polyol, the product of (a) and (b) subsequently being reacted with a molar excess of a hydroxyalkyl acrylate, a hydroxyalkyl methacrylate, an aminoalkyl acrylate, or an aminoalkyl methacrylate; and II. a peroxy free radical initiator (B) placing said surfaces in an abutting relationship until the composition has cured.