US5238736A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polymeric microspheres for low-friction surfaces
Assignee: 3M Co
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Filing: 1992-09-18
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Granted: 1993-08-24
•
Expires: 2012-09-18
Abstract
Abstract The present invention relates to polymeric microspheres comprised of short-chain diol diacrylate homopolymers or copolymers of diol diacrylates and long-chain acrylate esters, which exhibit excellent antifriction characteristics when applied on the surface of plastic sheets. Treated sheets exhibit a significantly lower coefficient of friction than sheets treated with commercially-available microspheres.
Inventors
- 👤 Chi-Ming Tseng
- 👤 Chung I. Young
- 👤 Manisha Sarkar
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 04:38
CPC Classifications
C; C08; C08J; C08J7/00; C08J7/04; C08J7/0427; C08F; C08F222/00; C08F222/10; C08F222/1006; C08F212/00; C08F212/02; C08F212/04; C08F212/06; C08F212/08; C08F212/12; C08F22/00; C08F22/10; C08F22/1006; C08F220/00; C08F220/02; C08F220/10; C08F220/12; C08F220/16; C08F220/18; C08J3/00; C08J3/12; C08J7/046; C08J2323/00; C08J2323/02; C08J2367/00; C08J2367/02; Y; Y10; Y10T; Y10T428/00; Y10T428/25; Y10T428/254; Y10T428/26; Y10T428/266; Y10T428/27; Y10T428/273; Y10T428/29; Y10T428/2982
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
196 words
A bead having a mean bead diameter of from about 0.1 to about 50 microns, said bead comprising: (a) about 20 to about 100 percent by weight of polymerized diol di(meth)acrylate having a viscosity of about 1 mPa.s to about 400 mPa.s of the formula CH.sub.2 ═CR.sup.2 COOC.sub.n H.sub.2n OOCCR.sup.2 ═CH.sub.2 wherein R 2 is H or CH 3 ; and n is an integer of about 4 to about 18; (b) about 0 to about 80 percent by weight of at least one copolymerized vinyl monomer of the formula CH.sub.2 ═CR.sup.2 COOC.sub.m H.sub.2m+1 wherein R 2 is H or CH 3 ; and m is an integer of about 12 to about 40; (c) about 0 to about 30 percent by weight of at least one copolymerized ethylenically unsaturated monomer selected from the group consisting of vinyl esters, acrylic esters, methacrylic esters, styrene, styrene derivatives, and mixtures thereof; and (d) about 0 to about 10 percent by weight of at least one organosilane coupling agent selected from the group consisting of glycidoxyalkyl trimethoxysilanes and (aminoalkylamino) alkyl trimethoxysilanes; wherein the weight percentages are based on the total weight of (a) plus (b) plus (c) plus (d).
Claim 2
Dependent Claim
196 words
A bead having a mean bead diameter of from about 0.1 to about 50 microns, said bead comprising: (a) about 20 to about 100 percent by weight of polymerized diol di(meth)acrylate having a viscosity of about 1 mPa.s to about 400 mPa.s of the formula CH.sub.2 ═CR.sup.2 COOC.sub.n H.sub.2n OOCCR.sup.2 ═CH.sub.2 wherein R 2 is H or CH 3 ; and n is an integer of about 4 to about 18; (b) about 0 to about 80 percent by weight of at least one copolymerized vinyl monomer of the formula CH.sub.2 ═CR.sup.2 COOC.sub.m H.sub.2m+1 wherein R 2 is H or CH 3 ; and m is an integer of about 12 to about 40; (c) about 0 to about 30 percent by weight of at least one copolymerized ethylenically unsaturated monomer selected from the group consisting of vinyl esters, acrylic esters, methacrylic esters, styrene, styrene derivatives, and mixtures thereof; and (d) about 0 to about 10 percent by weight of at least one organosilane coupling agent selected from the group consisting of glycidoxyalkyl trimethoxysilanes and (aminoalkylamino) alkyl trimethoxysilanes; wherein the weight percentages are based on the total weight of (a) plus (b) plus (c) plus (d).
Claim 3
Dependent Claim
31 words
The bead of claim 1 wherein said diol di(meth)acrylate is selected from the group consisting of 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,8-octanediol di(meth)acrylate, 1,10-decanediol di(meth)acrylate, 1,12-dodecanediol di(meth)acrylate, 1,14-tetradecanediol di(meth)acrylate, and mixtures thereof.
Claim 4
Dependent Claim
27 words
The bead of claim 1 wherein said diol di(meth)acrylate is selected from the group consisting of 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,12-dodecanediol di(meth)acrylate, 1,14-tetradecanediol di(meth)acrylate, and mixtures thereof.
Claim 5
Dependent Claim
25 words
The bead of claim 1 wherein said vinyl monomer is selected from the group consisting of lauryl (meth)acrylate, octadecyl (meth)acrylate, stearyl (meth)acrylate, and mixtures thereof.
Claim 6
Dependent Claim
21 words
The bead of claim 1 wherein said vinyl monomer is selected from the group consisting of stearyl methacrylate and lauryl acrylate.
Claim 7
Dependent Claim
58 words
The bead of claim 1 wherein said ethylencially unsaturated monomer is selected from the group consisting of vinyl acetate, vinyl propionate, and vinyl pivalate; methyl acrylate, cyclohexylacrylate, benzylacrylate, isobornyl acrylate, hydroxybutyl acrylate, and glycidyl acrylate; methyl methacrylate, butyl methacrylate, cyclohexyl methacrylate, benzyl methacrylate, ethyl methacrylate, gamma-methacryloxypropyl trimethoxylsilane, and glycidyl methacrylate; styrene; vinyl toluene; alpha-methyl styrene, and mixtures thereof.
Claim 8
Dependent Claim
196 words
A bead having a mean bead diameter of from about 0.1 to about 50 microns, said bead comprising: (a) about 20 to about 99 percent by weight of polymerized diol di(meth)acrylate having a viscosity of about 1 mPa.s to about 400 mPa.s of the formula CH.sub.2 ═CR.sup.2 COOC.sub.n H.sub.2n OOCCR.sup.2 ═CH.sub.2 wherein R 2 is H or CH 3 ; and n is an integer of about 4 to about 18; (b) about 1 to about 79 percent by weight of at least one copolymerized vinyl monomer of the formula CH.sub.2 ═CR.sup.2 COOC.sub.m H.sub.2m+1 wherein R 2 is H or CH 3 ; and m is an integer of about 12 to about 40; (c) about 0 to about 30 percent by weight of at least one copolymerized ethylenically unsaturated monomer selected from the group consisting of vinyl esters, acrylic esters, methacrylic esters, styrene, styrene derivatives, and mixtures thereof; and (d) about 0 to about 10 percent by weight of at least one organosilane coupling agent selected from the group consisting of glycidoxyalkyl trimethoxysilanes and (aminoalkylamino) alkyl trimethoxysilanes; wherein the weight percentages are based on the total weight of (a) plus (b) plus (c) plus (d).
Claim 9
Dependent Claim
196 words
A bead having a mean bead diameter of from about 0.1 to about 50 microns, said bead comprising: (a) about 20 to about 99 percent by weight of polymerized diol di(meth)acrylate having a viscosity of about 1 mPa.s to about 400 mPa.s of the formula CH.sub.2 ═CR.sup.2 COOC.sub.n H.sub.2n OOCCR.sup.2 ═CH.sub.2 wherein R 2 is H or CH 3 ; and n is an integer of about 4 to about 18; (b) about 1 to about 79 percent by weight of at least one copolymerized vinyl monomer of the formula CH.sub.2 ═CR.sup.2 COOC.sub.m H.sub.2m+1 wherein R 2 is H or CH 3 ; and m is an integer of about 12 to about 40; (c) about 0 to about 30 percent by weight of at least one copolymerized ethylenically unsaturated monomer selected from the group consisting of vinyl esters, acrylic esters, methacrylic esters, styrene, styrene derivatives, and mixtures thereof; and (d) about 0 to about 10 percent by weight of at least one organosilane coupling agent selected from the group consisting of glycidoxyalkyl trimethoxysilanes and (aminoalkylamino) alkyl trimethoxysilanes; wherein the weight percentages are based on the total weight of (a) plus (b) plus (c) plus (d).
Claim 10
Dependent Claim
196 words
A bead having a mean bead diameter of from about 0.1 to about 50 microns, said bead comprising: (a) about 20 to about 98 percent by weight of polymerized diol di(meth)acrylate having a viscosity of about 1 mPa.s to about 400 mPa.s of the formula CH.sub.2 ═CR.sup.2 COOC.sub.n H.sub.2n OOCCR.sup.2 ═CH.sub.2 wherein R 2 is H or CH 3 ; and n is an integer of about 4 to about 18; (b) about 1 to about 79 percent by weight of at least one copolymerized vinyl monomer of the formula CH.sub.2 ═CR.sup.2 COOC.sub.m H.sub.2m+1 wherein R 2 is H or CH 3 ; and m is an integer of about 12 to about 40; (c) about 1 to about 29 percent by weight of at least one copolymerized ethylenically unsaturated monomer selected from the group consisting of vinyl esters, acrylic esters, methacrylic esters, styrene, styrene derivatives, and mixtures thereof; and (d) about 0 to about 10 percent by weight of at least one organosilane coupling agent selected from the group consisting of glycidoxyalkyl trimethoxysilanes and (aminoalkylamino) alkyl trimethoxysilanes; wherein the weight percentages are based on the total weight of (a) plus (b) plus (c) plus (d).
Claim 11
Dependent Claim
196 words
A bead having a mean bead diameter of from about 0.1 to about 50 microns, said bead comprising: (a) about 20 to about 98 percent by weight of polymerized diol di(meth)acrylate having a viscosity of about 1 mPa.s to about 400 mPa.s of the formula CH.sub.2 ═CR.sup.2 COOC.sub.n H.sub.2n OOCCR.sup.2 ═CH.sub.2 wherein R 2 is H or CH 3 ; and n is an integer of about 4 to about 18; (b) about 1 to about 79 percent by weight of at least one copolymerized vinyl monomer of the formula CH.sub.2 ═CR.sup.2 COOC.sub.m H.sub.2m+1 wherein R 2 is H or CH 3 ; and m is an integer of about 12 to about 40; (c) about 1 to about 29 percent by weight of at least one copolymerized ethylenically unsaturated monomer selected from the group consisting of vinyl esters, acrylic esters, methacrylic esters, styrene, styrene derivatives, and mixtures thereof; and (d) about 0 to about 10 percent by weight of at least one organosilane coupling agent selected from the group consisting of glycidoxyalkyl trimethoxysilanes and (aminoalkylamino) alkyl trimethoxysilanes; wherein the weight percentages are based on the total weight of (a) plus (b) plus (c) plus (d).
Claim 12
Dependent Claim
26 words
The bead of claim 1 wherein n is an integer about 6 to about 14 and m is an integer of about 12 to about 18.
Claim 13
Dependent Claim
14 words
A coated substrate comprising a polymeric sheet coated with the beads of claim 1.
Claim 14
Dependent Claim
35 words
A coated substrate comprising a polymeric sheet coated with a mixture comprising the beads of claim 1 and a resin selected from the group consisting of acrylates, polyurethanes, polyesters, polyamides, vinyl esters, and mixtures thereof.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1996-08-23 | 1997-02-22 | 1997-08-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-08-23 | 2001-02-22 | 2001-08-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-08-23 | 2005-02-22 | 2005-08-24 | $7700.00 | Window Closed / Lapsed |