US4569962A
Expired / Lapsed
US
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Perfluoropolyether compositions which are soluble in non-fluorinated solvents
Assignee: 3M Co
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Filing: 1983-09-19
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Granted: 1986-02-11
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Expires: 2003-09-19
Abstract
Abstract Polymeric compositions are provided in which perfluoropolyethers have been solubilized in non-fluorinated solvents by combining them with a solubilizing agent such as azotic conjugated compounds, and phosphorylated compounds. Typical of the perfluoropolyethers is ##STR1## Typical of the solubilizing agents is phosphorylated methacryloyloxyhydroxypropylisophthalate. The perfluoropolyether and the solubilizing agent are mixed to form a paste which is soluble in organic solvents such as methylethylketone. These compositions find utility as protective lubricant coatings for thin film magnetic recording media. They have the advantage that only one coating step is required in order to apply both the phosphorylated compound and the lubricating polyether. Recording media lubricated with these compositions have demonstrated excellent wear characteristics.
Inventors
- 👤 Mario D. Burguette
- 👤 George D. Foss
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 13:59
CPC Classifications
G; G11; G11B; G11B5/00; G11B5/62; C; C08; C08J; C08J3/00; C08J3/02; C08J3/09; C08F; C08F299/00; C08F299/02; C08F299/022; C08F299/024; C08G; C08G65/00; C08G65/002; C08G65/005; C08G65/007; C08G65/02; C08G65/32; G11B5/68; G11B5/70; G11B5/71; G11B5/72; G11B5/725; G11B5/7253; G11B5/7257; C08J2371/00; C08J2371/02
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
257 words
A single phase composition useful as a coating for magnetic recording media comprising a mixture of: (a) a perfluoropolyether having the formula Q--R f -- k C a F 2a --Z wherein Q comprises a polymerizable group containing ethylenic unsaturation attached to R f which represents a chain of one or more randomly distributed perfluoroalkylene oxide units represented by --C a F 2a O--, in which a is independently an integer of 1 to 4, k is the number of such repeating units having a value from 1 to 300 such that the segment R f has a number average molecular weight of about 500 to 20,000, and Z is selected from the group consisting of --OC a F 2a+1 and Q; (b) a solubilizing agent which is: (i) not spontaneously chemically reactive with the perfluoropolyether of part (a); (ii) soluble to at least one weight percent in a common non-fluorinated organic solvent; and (iii) selected from the group consisting of: oil soluble azotic conjugated compounds selected from the group consisting of iminoquinone dyes, diiminoquinone dyes, azo dyes; phosphorylated compounds which are made by reaction between a compound having the formula ##STR11## in which R p is an alkyl, cycloalkyl or aromatic group; and X is selected from the group consisting of --O--, --S--, and ##STR12## in which R' is --H or --R p , with an organic compound selected from the group consisting of α,β-unsaturated carboxylic acid esters of polyhydric phenols, acrylates and methacrylates of glycidyl esters of dicarboxylic acids, and urethane acrylates and combinations thereof.
Claim 2
Dependent Claim
257 words
A single phase composition useful as a coating for magnetic recording media comprising a mixture of: (a) a perfluoropolyether having the formula Q--R f -- k C a F 2a --Z wherein Q comprises a polymerizable group containing ethylenic unsaturation attached to R f which represents a chain of one or more randomly distributed perfluoroalkylene oxide units represented by --C a F 2a O--, in which a is independently an integer of 1 to 4, k is the number of such repeating units having a value from 1 to 300 such that the segment R f has a number average molecular weight of about 500 to 20,000, and Z is selected from the group consisting of --OC a F 2a+1 and Q; (b) a solubilizing agent which is: (i) not spontaneously chemically reactive with the perfluoropolyether of part (a); (ii) soluble to at least one weight percent in a common non-fluorinated organic solvent; and (iii) selected from the group consisting of: oil soluble azotic conjugated compounds selected from the group consisting of iminoquinone dyes, diiminoquinone dyes, azo dyes; phosphorylated compounds which are made by reaction between a compound having the formula ##STR11## in which R p is an alkyl, cycloalkyl or aromatic group; and X is selected from the group consisting of --O--, --S--, and ##STR12## in which R' is --H or --R p , with an organic compound selected from the group consisting of α,β-unsaturated carboxylic acid esters of polyhydric phenols, acrylates and methacrylates of glycidyl esters of dicarboxylic acids, and urethane acrylates and combinations thereof.
Claim 3
Dependent Claim
23 words
The single phase composition of claim 1 in which the perfluoropolyether of part a. and the phosphorylated compounds of part b. are polymerizable.
Claim 4
Dependent Claim
40 words
The composition of claim 2 wherein the perfluoropolyether of part a. has an average of at least about 1.5 polymerizable, ethylenically unsaturated sites per molecule, and the phosphorylated compounds of part b. have a plurality of ethylenically unsaturated polymerizable moieties.
Claim 5
Dependent Claim
51 words
The composition of claim 3 wherein Q of the formula comprises a moiety consisting of one monovalent moiety selected from the group consisting of ##STR13## wherein R is hydrogen or methyl, and a divalent moiety selected from the group consisting of --CH 2 --, --CNH(CH 2 -- 2 and combinations thereof.
Claim 6
Dependent Claim
69 words
The composition of claim 3 wherein the perfluoropolyether has the formula Q--CF.sub.2 O(CF.sub.2 CF.sub.2 O).sub.m (CF.sub.2 O).sub.n CF.sub.2 --Q wherein m and n designate the number of randomly distributed perfluoroethyleneoxy and perfluoromethyleneoxy backbone repeating units respectively, n and m having independently values of from 1 to 200, the ratio m to n is between about 0.2/1 and about 5/1, and Q is selected from the group consisting of: ##STR14##
Claim 7
Dependent Claim
24 words
The composition of claim 1 which contains both a phosphorylated compound and an azotic conjugated compound as those compounds are described in claim 1.
Claim 8
Dependent Claim
14 words
The composition of claim 2 which further comprises an added non-fluorinated, common organic solvent.
Claim 9
Dependent Claim
26 words
The composition of claim 7 wherein the added solvent is selected from the group consisting of methylethyl ketone, methylisobutylketone, tetrahydrofuran, toluene, benzene, xylene, cyclohexanone and ethanol.
Claim 10
Dependent Claim
43 words
The method of preparing the composition of claim 7 which comprises the steps of: (i) mixing (a) with (b) to form a paste or blend; and (ii) mixing the paste or blend of step (i) with the added solvent to form a solution.
Claim 11
Dependent Claim
41 words
The composition of claim 7 in which the perfluoropolyether comprises up to about one-third of the mixture of perfluoropolyether and solubilizing agent, and the concentration of said mixture in the solvent ranges between greater than 0 and about 25 weight percent.
Claim 12
Dependent Claim
14 words
The composition of claim 10 in which the solubilizing agent is a phosphorylated compound.
Claim 13
Dependent Claim
52 words
The composition of claim 1 in which the phosphorylated compound of part b. is selected from the group consisting of: phosphorylated bis[4(methacryloyloxyhydroxypropylcarbamato)cyclohexyl]methane; phosphorylated methacryloyloxyhydroxypropylisophthalate; phosphorylated dimethacrylate of hydroxypropoxylated bisphenol A; and phosphorylated copolymers of glycidyl methacrylate and a monomer selected from the group consisting of alkyl methacrylate, alkyl acrylate, and mixtures thereof.
Claim 14
Dependent Claim
29 words
The copolymer composition produced by: exposing the composition of claim 2 to electromagnetic radiation in an atmosphere substantially free of oxygen to copolymerize the perfluoropolyether and the phosphorylated compound.
Claim 15
Dependent Claim
37 words
The single phase composition of claim 1 which further comprises a common non-fluorinated organic solvent selected from the group consisting of aromatics; ketones; ethers; esters; amides; alcohols; chlorinated aliphatic and cycloaliphatic solvents and blends of the foregoing.
Claim 16
Dependent Claim
67 words
The single phase composition of claim 1 in which the oil soluble azotic conjugated compounds are selected from the group consisting of: iminoquinone dyes of the following structures: ##STR15## wherein R 1 and R 2 are --H, --Cl or --CH 3 ; R 3 is --H or methyl; and R 4 is a --H, dialkylamino or morpholino group; and an azo dye having the molecular structure ##STR16##
Claim 17
Dependent Claim
18 words
The composition of claim 3 wherein Q of the formula is selected from the group consisting of: ##STR17##
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1989-02-10 | 1989-08-12 | 1990-02-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-02-10 | 1993-08-12 | 1994-02-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-02-10 | 1997-08-12 | 1998-02-11 | $7700.00 | Window Closed / Lapsed |