US4426466A
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Paper treatment compositions containing fluorochemical carboxylic acid and epoxidic cationic resin
Assignee: 3M Co
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Filing: 1982-06-09
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Granted: 1984-01-17
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Expires: 2002-06-09
Abstract
Abstract Cellulosic products are sized with treatment compositions prepared from (a) fluoroaliphatic radical-containing carboxylic acid or a salt or hydrolyzable precursor thereof, (b) water-soluble epoxidic cationic resin made by reacting epihalohydrin with ammonia or aminopolymer, and (c) an optional hydrophobic hydrocarbon sizing agent.
Inventors
- 👤 Craig A. Schwartz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 17:30
CPC Classifications
D; D21; D21H; D21H17/00; D21H17/62; D21H17/03; D21H17/05; D21H17/07; D21H17/08; D21H17/11; D21H17/14; D21H17/15; D21H17/17; D21H17/20; D21H17/33; D21H17/46; D21H17/54; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31971; Y10T428/31993
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
32 words
Sizing treatment compositions, comprising: (a) fluoroaliphatic radical-containing carboxylic acid or a salt or hydrolyzable precursor thereof, and (b) water-soluble epoxidic cationic resin comprising a reaction product of epihalohydrin with ammonia or aminopolymer.
Claim 2
Dependent Claim
32 words
Sizing treatment compositions, comprising: (a) fluoroaliphatic radical-containing carboxylic acid or a salt or hydrolyzable precursor thereof, and (b) water-soluble epoxidic cationic resin comprising a reaction product of epihalohydrin with ammonia or aminopolymer.
Claim 3
Dependent Claim
84 words
Sizing treatment compositions according to claim 1, wherein said fluoroaliphatic radical-containing carboxylic acid or salt has the formula: (R.sub.f).sub.p Q(COOM).sub.q wherein: R f is a monovalent, fluorinated, aliphatic organic radical having at least 3 fully fluorinated carbon atoms; M is hydrogen, an alkali metal, or an ammonium or organoammonium ion; Q is a carbon-carbon bond or a polyvalent linking group; p is 1 to 3; and q is 1 to 4; or is a hydrolyzable precursor of an acid or salt of said formula.
Claim 4
Dependent Claim
94 words
Sizing treatment compositions according to claim 2, wherein Q is selected from --O--, --S--, --N<, --CO--, --NR 1 --, --CONR 1 --, --CON<, --SO 2 NR 1 --, --SO 2 N<, --SO 2 --, --C n H 2n --, --CH═CH--, --OC 2 H 4 --, --C 6 H 4 --, --C 6 H 3 <, >C 6 H 2 <, --C 6 H 3 Cl--, --C 6 Cl 4 --, heteroaromatic radicals, cycloaliphatic radicals, or combinations thereof, where R 1 is hydrogen or a C 1-4 alkyl radical, and n is 1 to 20.
Claim 5
Dependent Claim
84 words
Sizing treatment compositions according to claim 1, wherein said fluoroaliphatic radical-containing carboxylic acid or salt has the formula: R.sub.f SO.sub.2 N(R.sup.1)R.sup.2 COOM wherein: R f is a monovalent, fluorinated, aliphatic organic radical having at least 3 fully fluorinated carbon atoms; M is hydrogen, an alkali metal, or an ammonium or organoammonium ion; R 1 is hydrogen or a C 1-4 alkyl radical; and R 2 is a C 1-6 alkylene radical, or is a hydrolyzable precursor of an acid or salt of said formula.
Claim 6
Dependent Claim
24 words
Sizing treatment compositions according to claim 4, wherein M is an ammonium ion, R 1 is methyl or ethyl, and R 2 is methylene.
Claim 7
Dependent Claim
34 words
Sizing treatment compositions according to claim 1, wherein said fluoroaliphatic radical-containing carboxylic acid comprises C 8 F 17 SO 2 N(C 2 H 5 )CH 2 COOH or a salt or hydrolyzable precursor thereof.
Claim 8
Dependent Claim
59 words
Sizing treatment compositions according to claim 1, wherein said water-soluble epoxidic cationic resin comprises the reaction product of epichlorohydrin with aminopolymer, said aminopolymer being selected from (a) addition polymers of N-alkyldiallylamines, (b) condensation polymers of polyalkylene polyamines with cyanamide or dicyandiamide, and (c) condensation polymers of polyalkylene polyamines, cyanamide, or dicyandiamide with dicarboxylic acids or esters of dicarboxylic acids.
Claim 9
Dependent Claim
19 words
Sizing treatment compositions according to claim 7, wherein said aminopolymer is a condensation polymer of diethylene triamine and dicyandiamide.
Claim 10
Dependent Claim
20 words
Sizing treatment compositions according to claim 7, wherein the epoxide groups of said reaction product are converted to chlorohydrin groups.
Claim 11
Dependent Claim
43 words
Sizing treatment compositions according to claim 1, further comprising hydrophobic hydrocarbon sizing agent in an amount sufficient to provide, on cellulosic material treated with said composition by wet end addition, about 0.05 to 0.1% solids on fiber of said hydrophobic hydrocarbon sizing agent.
Claim 12
Dependent Claim
28 words
Sizing treatment compositions according to claim 10, wherein said hydrophobic hydrocarbon sizing agent is selected from alkyl ketene dimer, octadecyl isocyanate, alkenyl succinic anhydride, or rosin acid anhydride.
Claim 13
Dependent Claim
41 words
Sizing treatment compositions according to claim 11, wherein said hydrophobic hydrocarbon sizing agent comprises alkyl ketene dimer of the formula: ##STR8## wherein R 3 is a hydrocarbon radical, a cycloalkyl radical, an aryl radical, an aralkyl radical, or an alkaryl radical.
Claim 14
Dependent Claim
71 words
Sizing treatment compositions, comprising C 8 F 17 SO 2 N(C 2 H 5 )CH 2 COOH or a salt or hydrolyzable precursor thereof, water-soluble epoxidic cationic resin comprising the reaction product of epichlorohydrin with a condensation polymer of diethylene triamine and dicyandiamide, and alkyl ketene dimer having the formula: ##STR9## wherein R 3 is a hydrocarbon radical, a cycloalkyl radical, an aryl radical, an aralkyl radical, or an alkaryl radical.
Claim 15
Dependent Claim
71 words
Sizing treatment compositions, comprising C 8 F 17 SO 2 N(C 2 H 5 )CH 2 COOH or a salt or hydrolyzable precursor thereof, water-soluble epoxidic cationic resin comprising the reaction product of epichlorohydrin with a condensation polymer of diethylene triamine and dicyandiamide, and alkyl ketene dimer having the formula: ##STR9## wherein R 3 is a hydrocarbon radical, a cycloalkyl radical, an aryl radical, an aralkyl radical, or an alkaryl radical.
Claim 16
Dependent Claim
65 words
Cellulosic material treated with sizing treatment compositions according to claim 1, wherein said fluoroaliphatic radical-containing carboxylic acid or salt or hydrolyzable precursor thereof is applied to said cellulosic material in an amount between about 0.03 and 0.3 percent solids on fiber, and said water-soluble epoxidic cationic resin is applied to said cellulosic material in an amount between about 0.1 and 1.5 percent solids on fiber.
Claim 17
Dependent Claim
88 words
Cellulosic materials treated with sizing treatment compositions according to claim 11, wherein said fluoroaliphatic radical-containing carboxylic acid or salt or hydrolyzable precursor thereof is applied to said cellulosic material in an amount between about 0.08 and 0.14 percent solids on fiber, said water-soluble epoxidic cationic resin is appled to said cellulosic material in an amount between about 0.4 and 0.8 percent solids on fiber, and said hydrophobic hydrocarbon sizing agent is applied to said cellulosic material in an amount between about 0.05 and 0.1 percent solids on fiber.
Claim 18
Dependent Claim
10 words
Shaped articles made from cellulosic materials according to claim 14.
Claim 19
Dependent Claim
10 words
Shaped articles made from cellulosic materials according to claim 15.
Claim 20
Dependent Claim
83 words
A method for treating cellulosic materials to impart oil and water repellency thereto, comprising the step of applying to said cellulosic materials a treatment composition according to claim 1, wherein said fluoroaliphatic radical-containing carboxylic acid or salt or hydrolyzable precursor thereof is applied to said cellulosic material in an amount between about 0.03 and 0.3 percent solids on fiber, and said water-soluble epoxidic cationic resin is applied to said cellulosic material in an amount between about 0.1 and 1.5 percent solids on fiber.
Claim 21
Dependent Claim
106 words
A method for treating cellulosic materials to impart oil and water repellency thereto, comprising the step of applying to said cellulosic materials a treatment composition according to claim 11, wherein said fluoroaliphatic radical-containing carboxylic acid or salt or hydrolyzable precursor thereof is applied to said cellulosic material in an amount between about 0.08 and 0.14 percent solids on fiber, said water-soluble epoxidic cationic resin is applied to said cellulosic material in an amount between about 0.4 and 0.8 percent solids on fiber, and said hydrophobic hydrocarbon sizing agent is applied to said cellulosic material in an amount between about 0.05 and 0.1 percent solids on fiber.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-01-16 | 1987-07-18 | 1988-01-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-16 | 1991-07-18 | 1992-01-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-16 | 1995-07-18 | 1996-01-17 | $7700.00 | Window Closed / Lapsed |