US4351924A
Expired / Lapsed
US
⏱️ 0.0 years remaining
ω-, and α,ω-Hydroxyhydrocarbyl-(alkyl methacrylate) polymers and process
Assignee: EIDP Inc
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Filing: 1981-03-16
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Granted: 1982-09-28
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Expires: 2001-03-16
Abstract
Abstract Alkyl methacrylate polymers which have one or more hydroxyhydrocarbyl end groups and a process for making them employing an anionic initiator followed by hydrolysis. The polyfunctional polymers are useful in automobile powder finishes and the monofunctional polymers are useful in polymer blends.
Inventors
- 👤 Gerald D. Andrews
- 👤 William H. Sharkey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 22:15
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/12; C08F2/00; C08F2/04; C08F2/06; C08F8/00; C08F8/02; C08F8/12; C08F8/14; C08G; C08G83/00; C08G83/002; C08G83/005; C08J; C08J5/00; C08J5/18; C08F2810/00; C08F2810/40
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
206 words
A polymer consisting essentially of alkyl methacrylate polymers and copolymers having the formula: (HO--R--CH.sub.2 C(C.sub.6 H.sub.5).sub.2 --(Methacrylate ester).sub.x --.sub.m Q wherein: R is selected from alkylene of 1 to 20 carbons, cycloalkylene of 5 to 10 carbons, alkylenearylene of 7 to 32 carbons, arylene of 6 to 12 carbons, and alkylenearylenealkylene of 8 to 33 carbons; "Methacrylate ester" represents combined units derived from one or more anionically polymerizable methacrylic acid esters in random or block copolymer segments, said esters having the formula CH 2 ═C(CH 3 )COOR', where R' is selected from: (a) alkyl of 1 to 18 carbon atoms, (b) alkenyl of 2 to 18 carbon atoms, (c) alkadienyl of 5 to 18 carbon atoms, (d) dialkylaminoalkyl of 4 to 12 carbon atoms, (e) alkoxyalkyl of 3 to 12 carbon atoms, (f) lower fluoroalkyl; x is a number between 2 and 1000; Q is selected from hydrogen, a carbon-carbon bond, an m-valent hydrocarbyl radical and a network polymer formed by polymerization of the methacrylate ester of a polyol; m is 1 when Q is hydrogen, 2 when Q is a carbon-carbon bond, 1 to 6 when Q is a hydrocarbyl radical and more than 1 and up to 100 when Q is a network polymer.
Claim 2
Dependent Claim
206 words
A polymer consisting essentially of alkyl methacrylate polymers and copolymers having the formula: (HO--R--CH.sub.2 C(C.sub.6 H.sub.5).sub.2 --(Methacrylate ester).sub.x --.sub.m Q wherein: R is selected from alkylene of 1 to 20 carbons, cycloalkylene of 5 to 10 carbons, alkylenearylene of 7 to 32 carbons, arylene of 6 to 12 carbons, and alkylenearylenealkylene of 8 to 33 carbons; "Methacrylate ester" represents combined units derived from one or more anionically polymerizable methacrylic acid esters in random or block copolymer segments, said esters having the formula CH 2 ═C(CH 3 )COOR', where R' is selected from: (a) alkyl of 1 to 18 carbon atoms, (b) alkenyl of 2 to 18 carbon atoms, (c) alkadienyl of 5 to 18 carbon atoms, (d) dialkylaminoalkyl of 4 to 12 carbon atoms, (e) alkoxyalkyl of 3 to 12 carbon atoms, (f) lower fluoroalkyl; x is a number between 2 and 1000; Q is selected from hydrogen, a carbon-carbon bond, an m-valent hydrocarbyl radical and a network polymer formed by polymerization of the methacrylate ester of a polyol; m is 1 when Q is hydrogen, 2 when Q is a carbon-carbon bond, 1 to 6 when Q is a hydrocarbyl radical and more than 1 and up to 100 when Q is a network polymer.
Claim 3
Dependent Claim
10 words
A polymer according to claim 1 wherein R is polymethylene.
Claim 4
Dependent Claim
10 words
A polymer according to claim 2 wherein R is trimethylene.
Claim 5
Dependent Claim
22 words
A polymer according to claim 1 wherein the methacrylate ester is selected from one or both of methyl methacrylate and butyl methacrylate.
Claim 6
Dependent Claim
13 words
A polymer according to claim 4 wherein the methacrylate ester is methyl methacrylate.
Claim 7
Dependent Claim
13 words
A polymer according to claim 4 wherein the methacrylate ester is butyl methacrylate.
Claim 8
Dependent Claim
10 words
A polymer according to claim 1 wherein Q is hydrogen.
Claim 9
Dependent Claim
12 words
A polymer according to claim 1 wherein Q is a carbon-carbon bond.
Claim 10
Dependent Claim
27 words
A polymer according to claim 1 wherein Q is benzenepolymethylene of the formula C 6 H 6-m (CH 2 ) m wherein m is 2 to 6.
Claim 11
Dependent Claim
10 words
A polymer according to claim 9 wherein Q is xylylene.
Claim 12
Dependent Claim
21 words
A polymer according to claim 1 wherein Q is a network polymer and m is above 1 and up to 100.
Claim 13
Dependent Claim
23 words
A polymer according to any one of claims 1, 3, 4, 7, 8, 9, 10, or 11, wherein x is 10 to 20.
Claim 14
Dependent Claim
82 words
A process for preparing the polymer of claim 1, at a temperature below -30° C. in the presence of an ether solvent, comprising the steps, in sequence, of: (i) polymerizing one or more methacrylate esters in the presence of an anionic initiator which is the reaction product of (a) an organo(alkali metal) compound having a hydroxyl group blocked by an acetal or ketal function, and (b) 1,1-diphenylethylene, and (ii) hydrolyzing the blocked hydroxyl group of the polymer to effect terminal hydroxyl functionality.
Claim 15
Dependent Claim
31 words
A process according to claim 13 for preparing polymer having terminal polyhydroxyl functionality comprising reacting the polymer produced in step (i) with a coupling agent followed by hydrolyzing the coupled polymer.
Claim 16
Dependent Claim
62 words
A process for preparing the polymer of claim 1 comprising the steps, in sequence, of: (i) polymerizing one or more methacrylate esters in the presence of an anionic initiator which is the reaction product of (a) an ethylenic double bond-containing organo(alkali metal) compound, and (b) 1,1-diphenylethylene, and (ii) hydrating the double bond by hydroboration followed by oxidation to effect terminal hydroxyl functionality.
Claim 17
Dependent Claim
38 words
A process according to claim 15 comprising reacting the polymer produced in step (i) with a coupling agent followed by hydrating the double bonds of the coupled polymer by hydroboration followed by oxidation to effect terminal polyhydroxyl functionality.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-09-27 | 1986-03-29 | 1986-09-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-09-27 | 1990-03-29 | 1990-09-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-09-27 | 1994-03-29 | 1994-09-28 | $7700.00 | Window Closed / Lapsed |