US4536546A
Expired / Lapsed
US
⏱️ 0.0 years remaining
(Meth)acrylate-based compositions
Assignee: Illinois Tool Works Inc
•
Filing: 1983-09-22
•
Granted: 1985-08-20
•
Expires: 2003-09-22
Abstract
Abstract A novel methacrylate-based composition is disclosed. The composition is preferably used as an adhesive. The composition comprises an acrylate-based or methacrylate-based ester monomer, a catalyst, a chlorinated or chlorosulfonated polyethylene polymer resin and a graft co-polymer resin. The chlorinated polyethylene polymer resin used includes organic sulfonyl chloride. The composition preferably further includes an acrylate-based or methacrylate-based acid monomer, and a catalyst activator. A preferred chlorosulfonated polyethylene polymer resin contains about 43 weight percent chlorine, about 1.1 weight percent sulfur, and about 34 millimoles sulfonyl chloride moiety per 100 grams thereof. Preferred graft co-polymer resins are ABS, MBS, MABS, ASA, all-acrylic, SA EPDM and MAS. More-preferred graft co-polymer resins are MABS, ASA, all-acrylic and MBS. Most-preferred graft co-polymer resins are MABS and ASA. A preferred methacrylate-based acid monomer is methacrylic acid. Preferred methacrylate-based ester monomers are methyl methacrylate, ethyl methacrylate, butyl methacrylate, cyclohexyl methacrylate, 2-ethylhexyl methacrylate and tetrahydrofurfuryl methacrylate. More-preferred methacrylate-based ester monomers are methyl methacrylate and ethyl methacrylate. A most-preferred methacrylate-based ester monomer is methyl methacrylate. The composition possesses enhanced compression shear strength, lap shear strength, peel strength and impact strength adhesive physical properties.
Inventors
- 👤 Paul C. Briggs
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 19:52
CPC Classifications
C; C09; C09J; C09J4/00; C09J4/06
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
107 words
An adhesive composition consisting of: an ester monomer wherein said monomer is an acrylate ester monomer or a methacrylate ester monomer; a catalyst; and respective effective amounts of a mixture of (1) chlorinated polyethylene polymer resin and sulfonyl chloride or (2) chlorosulfonated polyethylene polymer resin and (3) a graft co-polymer resin for providing said composition with enhanced overall adhesive physical properties, said graft co-polymer resin having a backbone polymer with a glass transition temperature substantially below ambient temeprature and a grafted polymer resin having a glass transition temperature substantially above ambient temperature, with ambient being defined as the environment range within which the adhesive is being used.
Claim 2
Dependent Claim
107 words
An adhesive composition consisting of: an ester monomer wherein said monomer is an acrylate ester monomer or a methacrylate ester monomer; a catalyst; and respective effective amounts of a mixture of (1) chlorinated polyethylene polymer resin and sulfonyl chloride or (2) chlorosulfonated polyethylene polymer resin and (3) a graft co-polymer resin for providing said composition with enhanced overall adhesive physical properties, said graft co-polymer resin having a backbone polymer with a glass transition temperature substantially below ambient temeprature and a grafted polymer resin having a glass transition temperature substantially above ambient temperature, with ambient being defined as the environment range within which the adhesive is being used.
Claim 3
Dependent Claim
11 words
The adhesive composition of claim 1 further including a catalyst activator.
Claim 4
Dependent Claim
15 words
The adhesive composition of claim 1 further including an acrylate-based or a methacrylate-based acid monomer.
Claim 5
Dependent Claim
130 words
An adhesive composition consisting of an ester monomer wherein said monomer is an acrylate ester monomer or a methacrylate ester monomer; an acid monomer wherein said acid monomer is an acrylic acid monomer, a methacrylic acid monomer, or a derivative of either thereof; a catalyst; a catalyst activator; and respective effective amount of a mixture of (1) chlorinated polyethylene or (2) chlorosulfonated polyethylene polymer resin and sulfonyl chloride and (3) a graft co-polymer resin for providing said composition with enhanced overall adhesive physical properties, said graft co-polymer resin having a backbone polymer with a glass transition temperature substantially below ambient temperature and a grafted polymer resin having a glass transistion temperature substantially above ambient temperature, with ambient being defined as the environment range within which the adhesive is being used.
Claim 6
Dependent Claim
130 words
An adhesive composition consisting of an ester monomer wherein said monomer is an acrylate ester monomer or a methacrylate ester monomer; an acid monomer wherein said acid monomer is an acrylic acid monomer, a methacrylic acid monomer, or a derivative of either thereof; a catalyst; a catalyst activator; and respective effective amount of a mixture of (1) chlorinated polyethylene or (2) chlorosulfonated polyethylene polymer resin and sulfonyl chloride and (3) a graft co-polymer resin for providing said composition with enhanced overall adhesive physical properties, said graft co-polymer resin having a backbone polymer with a glass transition temperature substantially below ambient temperature and a grafted polymer resin having a glass transistion temperature substantially above ambient temperature, with ambient being defined as the environment range within which the adhesive is being used.
Claim 7
Dependent Claim
33 words
The adhesive composition of claim 4 wherein said ester monomer is methacrylate-based and is selected from the group consisting of methyl methacrylate, ethyl methacrylate, butyl methacrylate, cyclohexyl methacrylate, 2-ethylhexyl methacrylate and tetrahydrofurfuryl methacrylate.
Claim 8
Dependent Claim
25 words
The adhesive composition of claim 4 wherein said ester monomer is methacrylate-based and is selected from the group consisting of methyl methacrylate and ethyl methacrylate.
Claim 9
Dependent Claim
13 words
The adhesive composition of claim 4 wherein said ester monomer is methyl methacrylate.
Claim 10
Dependent Claim
13 words
The adhesive composition of claim 4 wherein said acid monomer is methacrylic acid.
Claim 11
Dependent Claim
15 words
The adhesive composition of claim 4 wherein said catalyst activator is an aldehyde-amine condensation product.
Claim 12
Dependent Claim
27 words
The adhesive composition of claim 4 wherein said catalyst activator is selected from the group consisting of aldehyde-amine condensation products, propane sulfonyl chloride and para-toluene sulfonyl chloride.
Claim 13
Dependent Claim
26 words
The adhesive composition of claim 4 wherein said catalyst is a free-radical generator selected from the group consisting of organic peroxide, organic hydroperoxide, perester and peracid.
Claim 14
Dependent Claim
12 words
The adhesive composition of claim 4 wherein said catalyst is cumene hydroperoxide.
Claim 15
Dependent Claim
35 words
The adhesive composition of claim 4 wherein said chlorosulfonated polyethylene polymer resin contains about 43 weight percent chlorine, about 1.1 weight percent sulfur, and about 34 millimoles of sulfonyl chloride moiety per 100 grams thereof.
Claim 16
Dependent Claim
26 words
The adhesive composition of claim 4 wherein said co-polymer resin is selected from the group consisting of ABS, MBS, MABS, ASA, all-acrylic, SA EPDM and MAS.
Claim 17
Dependent Claim
22 words
The adhesive composition of claim 4 wherein said co-polymer resin is selected from the group consisting of MABS, ASA, all-acrylic and MBS.
Claim 18
Dependent Claim
20 words
The adhesive composition of claim 4 wherein said co-polymer resin is selected from the group consisting of MABS and ASA.
Claim 19
Dependent Claim
24 words
The adhesive composition of claim 4 wherein said enhanced adhesive physical properties include compression shear strength, lap shear strength, peel strength and impact strength.
Claim 20
Dependent Claim
176 words
An adhesive composition consisting of: a methacrylate-based ester monomer selected from the group consisting of methyl methacrylate, ethyl methacrylate, butyl methacrylate, cyclohexyl methacrylate, 2-ethylhexyl methacrylate and tetrahydrofurfuryl methacrylate; a methacrylic acid monomer; a catalyst activator selected from the goup consisting of aldehyde-amine condensation products, propane sulfonyl chloride and para-toluene sulfonyl chloride; a free-radical generating catalyst selected from the group consisting of organic peroxide, organic hydroperoxide, perester and peracid; and respective effective amounts of a mixture of (1) a chlorinated polyethylene polymer resin and sulfonyl chloride or (2) chlorosulfonated polyethylene polymer resin and (3) a graft co-polymer resin selected from the group consisting of ABS, MBS, MABS, ASA, all-acrylic, SA EPDDM and MAS for providing said composition with enhanced overall compression shear strength, lap shear strength, peel strength and impact strength, said graft co-polymer resin having a backbone polymer with a glass transistion temperature substantially below ambient temperature and a grafted polymer resin having a glass transition temperature substantially above ambient temperature, with ambient being defined as the environment range within which the adhesive is being used.
Claim 21
Dependent Claim
176 words
An adhesive composition consisting of: a methacrylate-based ester monomer selected from the group consisting of methyl methacrylate, ethyl methacrylate, butyl methacrylate, cyclohexyl methacrylate, 2-ethylhexyl methacrylate and tetrahydrofurfuryl methacrylate; a methacrylic acid monomer; a catalyst activator selected from the goup consisting of aldehyde-amine condensation products, propane sulfonyl chloride and para-toluene sulfonyl chloride; a free-radical generating catalyst selected from the group consisting of organic peroxide, organic hydroperoxide, perester and peracid; and respective effective amounts of a mixture of (1) a chlorinated polyethylene polymer resin and sulfonyl chloride or (2) chlorosulfonated polyethylene polymer resin and (3) a graft co-polymer resin selected from the group consisting of ABS, MBS, MABS, ASA, all-acrylic, SA EPDDM and MAS for providing said composition with enhanced overall compression shear strength, lap shear strength, peel strength and impact strength, said graft co-polymer resin having a backbone polymer with a glass transistion temperature substantially below ambient temperature and a grafted polymer resin having a glass transition temperature substantially above ambient temperature, with ambient being defined as the environment range within which the adhesive is being used.
Claim 22
Dependent Claim
23 words
The adhesive composition of claim 18 wherein said methacrylate-based ester monomer is selected from the group consisting of methyl methacrylate and ethyl methacrylate.
Claim 23
Dependent Claim
15 words
The adhesive composition of claim 18 wherein said methacrylate-based ester monomer is methyl methacrylate monomer.
Claim 24
Dependent Claim
12 words
The adhesive composition of claim 20 wherein said catalyst is cumene hydroperoxide.
Claim 25
Dependent Claim
22 words
The adhesive composition of claim 21 wherein said co-polymer resin is selected from the group consisting of MABS, ASA, all-acrylic and MBS.
Claim 26
Dependent Claim
20 words
The adhesive composition of claim 21 wherein said co-polymer resin is selected from the group consisting of MABS and ASA.
Claim 27
Dependent Claim
34 words
The adhesive composition of claim 22 wherein said chlorosulfonated polyethylene polymer resin contains about 43 weight percent chlorine, about 1.1 weight percent sulfur and about 34 millimoles sulfonyl chloride moiety per 100 grams thereof.
References Cited (Backward Citations)
US3870675A
Cited
US3890407A
Cited
US4112013A
Cited
US4182644A
Cited
US4126504A
Cited
US4287106A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-08-19 | 1989-02-18 | 1989-08-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-08-19 | 1993-02-18 | 1993-08-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-08-19 | 1997-02-18 | 1997-08-20 | $7700.00 | Window Closed / Lapsed |