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US3872058A Expired / Lapsed US ⏱️ 0.0 years remaining

Fluorinated polyurethane stain repellents

Assignee: Amc Corp
•
Filing: 1974-01-10
•
Granted: 1975-03-18
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Expires: 1994-01-10
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Abstract

Abstract Fluorinated polyurethanes, useful as stain repellents for textiles, selected from the class consisting of (A) the reaction product formed by sequentially reacting (a) an organic polyol containing 2 to 6 primary or secondary -OH functions, having a molecular weight not exceeding about 2,000 and free of repeating -OCH2CH2- units with (b) Z'' moles (Z'' 3-6) of an organic diisocyanate to form the adduct B(NCO)Z'' wherein J contains 3 to 6 urethane functions and then reacting J(NCO)Z'' with (c) 0.3Z'' to Z'' moles of RfCnH2 (OH)aXR''(OH)b wherein Rf is a perfluoroalkyl group of 4-16 carbon atoms, X O or S, R'' is a di- or trivalent saturated group which may contain in addition to carbon and hydrogen, an ether or thioether linkage, n 1-11, a 0-1, b 1-2, a+b 1, per mole of J(NCO)Z'' and optionally reacting any residual isocyanate functions with (d) a component selected from the class consisting of (1) an aliphatic alcohol of 1-18 carbon atoms; (2) an isocyanate blocking agent; (3) a chain extender of the group low molecular weight diols or diamines and (4) a cross-linking agent selected from the class aminoalcohols, diols and triols, and (B) the reaction product formed by reacting (a'') an organic polyol selected from the group diols and triols, having a molecular weight not exceeding about 2,000 and free of repeating -OCH2CH2- units with (b'') 2-43 moles of an organic diisocyanate per mole of (a'') and (c'') 2-40 moles of RfCnH2 (OH)aXR''(OH)b wherein a+b 2 per mole of (a'') and reacting the product of (a''), (b'') and (c'') with 0-3 moles of (d'') per mole of (a'') which has the values assigned to (d) aforesaid.

Inventors

  • 👤 John T Gresham

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 18:30
CPC Classifications
D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/564; D06M15/576; C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/28; C08G18/2805; C08G18/2815; C08G18/288; C08G18/2885; C08G18/30; C08G18/38; C08G18/3802; C08G18/3804; C08G18/3812; C08G18/3855; C08G18/3863; C08G18/3865; C08G18/3868; C08G18/387; Y; Y10; Y10S; Y10S528/00; Y10S528/903

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 266 words
A FLUORINATED POLYURETHANE SELECTED FROM THE CLASS CONSISTING OF (A) THE REACTION PRODUCT FORMED BY SEQUENTIALLY REACTING (A) AN ORGANIC POLYOL CONTAINING 2 TO 6 PRIMARY OR SECONDARY -OH FUNCTIONS, THE POLYOL CONTAINING 2 TO 6 PRIMARY OR WEIGHT NOT EXCEEDING ABOUT 2000 AND FREE OF REPEATING -OCH2CH2-UNITS WITH (B) Z'' MOLES (Z''=3-6) OF AN ORGANIC DIISOCYANATE TO FORM THE ADDUCT J(NCO)Z'' WHEREIN J CONTAINS THREE TO SIX URETHANE FUNCTIONS AND THEN REACTING J(NCO)Z'' WITH (C) 0.3Z'' TO Z'' MOLES OF RFCNH2N-A(OH)AXR''(OH)B WHEREIN RF IS A PERFLUOROALKYL GROUP OF 4-16 CARBON ATOMS, X=O OR S, R'' IS A DI- OR TRIVALENT SATURATED GROUP WHICH MAY CONTAIN IN ADDITION TO CARBON AND HYDROGEN, AN ETHER OR THIOETHER LINKAGE, N=1-11, A=O-1, B=1-2, A+B=1, PER MOLE OF J(NCO)Z'' AND OPTIONALLY REACTING ANY RESIDUAL ISOCYANATE FUNCTIONS WITH (D) A COMPONENT SELECTED FROM THE CLASS CONSISTING OF (1) AN ALIPHATIC ALCOHOL OF 1-18 CARBON ATOMS; (2) AN ISOCYANATE BLOCKING AGENT; (3) A CHAIN EXTENDER OF THE GROUP LOW MOLECULAR WEIGHT DIAMINES AND (4) A CROSS-LINKING AGENT SELECTED FROM THE CLASS CONSISTING OF DIOLS AND TRIOLS AND (B) THE REACTION PRODUCT FORMED BY REACTING (A'') AN ORGANIC POLYOL SELECTED FROM THE GROUP CONSISTING OF DIOLS AND TRIOLS, THE POLYOL HAVING A MOLECLAR WEIGHT NOT EXCEEDING ABOUT 2,000 AND FREE OF REPEATING -OCH2CH2- UNITS WITH (B'') 2-43 MOLES OF AN ORGANIC DIISOCYANATE PER MOLE OF (A'') AND (C'') 2-40 MOLES OF RFCNH2N-(OH)AXR''(OH)B WHEREIN A+B=2 PER MOLE OF (A'') AND REACTING THE PRODUCT OF (A''), (B'') AND (C'') WITH 0-3 MOLES OF (D'') PER MOLE OF (A''), (B'') AND (C'') ASSIGNED TO (D) AFORESAID.
Claim 2
Dependent Claim 266 words
A FLUORINATED POLYURETHANE SELECTED FROM THE CLASS CONSISTING OF (A) THE REACTION PRODUCT FORMED BY SEQUENTIALLY REACTING (A) AN ORGANIC POLYOL CONTAINING 2 TO 6 PRIMARY OR SECONDARY -OH FUNCTIONS, THE POLYOL CONTAINING 2 TO 6 PRIMARY OR WEIGHT NOT EXCEEDING ABOUT 2000 AND FREE OF REPEATING -OCH2CH2-UNITS WITH (B) Z'' MOLES (Z''=3-6) OF AN ORGANIC DIISOCYANATE TO FORM THE ADDUCT J(NCO)Z'' WHEREIN J CONTAINS THREE TO SIX URETHANE FUNCTIONS AND THEN REACTING J(NCO)Z'' WITH (C) 0.3Z'' TO Z'' MOLES OF RFCNH2N-A(OH)AXR''(OH)B WHEREIN RF IS A PERFLUOROALKYL GROUP OF 4-16 CARBON ATOMS, X=O OR S, R'' IS A DI- OR TRIVALENT SATURATED GROUP WHICH MAY CONTAIN IN ADDITION TO CARBON AND HYDROGEN, AN ETHER OR THIOETHER LINKAGE, N=1-11, A=O-1, B=1-2, A+B=1, PER MOLE OF J(NCO)Z'' AND OPTIONALLY REACTING ANY RESIDUAL ISOCYANATE FUNCTIONS WITH (D) A COMPONENT SELECTED FROM THE CLASS CONSISTING OF (1) AN ALIPHATIC ALCOHOL OF 1-18 CARBON ATOMS; (2) AN ISOCYANATE BLOCKING AGENT; (3) A CHAIN EXTENDER OF THE GROUP LOW MOLECULAR WEIGHT DIAMINES AND (4) A CROSS-LINKING AGENT SELECTED FROM THE CLASS CONSISTING OF DIOLS AND TRIOLS AND (B) THE REACTION PRODUCT FORMED BY REACTING (A'') AN ORGANIC POLYOL SELECTED FROM THE GROUP CONSISTING OF DIOLS AND TRIOLS, THE POLYOL HAVING A MOLECLAR WEIGHT NOT EXCEEDING ABOUT 2,000 AND FREE OF REPEATING -OCH2CH2- UNITS WITH (B'') 2-43 MOLES OF AN ORGANIC DIISOCYANATE PER MOLE OF (A'') AND (C'') 2-40 MOLES OF RFCNH2N-(OH)AXR''(OH)B WHEREIN A+B=2 PER MOLE OF (A'') AND REACTING THE PRODUCT OF (A''), (B'') AND (C'') WITH 0-3 MOLES OF (D'') PER MOLE OF (A''), (B'') AND (C'') ASSIGNED TO (D) AFORESAID.
Claim 3
Dependent Claim 19 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound contains an Rf group of 6-12 carbon atoms.
Claim 4
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydRoxyl compound is Rf(CH2)3OCH2CH2OH.
Claim 5
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound is Rf(CH2)2-4S(CH2)2-3OH.
Claim 6
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound is Rf(CH2)2-4S(CH2)11OH.
Claim 7
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound is Rf(CH2)3OCH2CHOHCH2OH.
Claim 8
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound is Rf(CH2)2-4SC3H6OCH2CHOHCH2OH.
Claim 9
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound is Rf(CH2)2-4SC3H6CH(CH2OH)2.
Claim 10
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound is Rf(CH2)2-4SCH(CH2OH)CH2CH2OH.
Claim 11
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound is Rf(CH2)2-4SCH2CHOHCH2OH.
Claim 12
Dependent Claim 13 words
A composition according to claim 1 wherein the fluorinated hydroxyl compound is C8F17CH2CH2SCH2CHOHCH2OH.
Claim 13
Dependent Claim 12 words
A composition according to claim 1 wherein the diisocyanate is tolylene diisocyanate.
Claim 14
Dependent Claim 12 words
A composition according to claim 1 wherein the diisocyanate is isophorone diisocyanate.

References Cited (Backward Citations)

US3380943A Cited
US3467607A Cited
US3591547A Cited
US3671493A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-03-17 1978-09-16 1979-03-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-03-17 1982-09-16 1983-03-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-03-17 1986-09-16 1987-03-18 $7700.00 Window Closed / Lapsed

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