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Fluoroaliphatic radical-containing, substituted guanidines and fibrous substrates treated therewith

Assignee: 3M Co
•
Filing: 1982-11-09
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Granted: 1985-09-10
•
Expires: 2002-11-09
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Abstract

Abstract Novel fluoroaliphatic radical-containing, substituted guanidines useful in the form of organic solutions or aqueous dispersions in the treatment of fibrous substrates, such as textile fibers, to impart oil and water repellency.

Inventors

  • 👤 John C. Chang
  • 👤 Richard D. Howells

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 20:18
CPC Classifications
C; C07; C07C; C07C279/00; C07C279/18; C07C311/00; C07C311/01; C07C311/02; C07C311/03; C07C311/04; D; D06; D06M; D06M13/00; D06M13/322; D06M13/402; D06M13/432; D21; D21H; D21H17/00; D21H17/03; D21H17/05; D21H17/11; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 147 words
Normally solid, water-insoluble, fluorochemical guanidine compositions which are fluoroaliphatic radical-containing, substituted guanidine compounds, or compositions comprising mixtures thereof, said compounds having one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated carbon atoms and one or more substituted guanidino moieties of the formula ##STR18## said radicals and moieties being bonded together by linking groups selected from aliphatic, aromatic, oxy, thio, carbonyl, sulfone, sulfoxy, --N(CH 3 )--, sulfonamido, carbonamido, sulonamidoalkylene, carbonamidolkylene, carbonyloxy, urethane, urea, and combinations thereof, with the proviso that when only one guanidino moiety is present, and only two organic substituents are in said guanidino moiety, said substituents must be on different nitrogen atoms of the moiety, and when more than one guanidine moiety is present, said moieties are bonded together by divalent linking groups selected from the group consisting of alkylene, aralkylene, arylene, polyoxyalkylene, and combinations thereof and can contain said fluoroaliphatic radical.
Claim 2
Dependent Claim 147 words
Normally solid, water-insoluble, fluorochemical guanidine compositions which are fluoroaliphatic radical-containing, substituted guanidine compounds, or compositions comprising mixtures thereof, said compounds having one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated carbon atoms and one or more substituted guanidino moieties of the formula ##STR18## said radicals and moieties being bonded together by linking groups selected from aliphatic, aromatic, oxy, thio, carbonyl, sulfone, sulfoxy, --N(CH 3 )--, sulfonamido, carbonamido, sulonamidoalkylene, carbonamidolkylene, carbonyloxy, urethane, urea, and combinations thereof, with the proviso that when only one guanidino moiety is present, and only two organic substituents are in said guanidino moiety, said substituents must be on different nitrogen atoms of the moiety, and when more than one guanidine moiety is present, said moieties are bonded together by divalent linking groups selected from the group consisting of alkylene, aralkylene, arylene, polyoxyalkylene, and combinations thereof and can contain said fluoroaliphatic radical.
Claim 3
Dependent Claim 52 words
A fluorochemical guanidine represented by the formula ##STR19## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --C 6 H 4 CH 2 C 6 H 4-- , ##STR20## is --N(C 4 H 9 ) 2 , and n is 2.
Claim 4
Dependent Claim 52 words
A fluorochemical guanidine represented by the formula ##STR19## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --C 6 H 4 CH 2 C 6 H 4-- , ##STR20## is --N(C 4 H 9 ) 2 , and n is 2.
Claim 5
Dependent Claim 51 words
A fluorochemical guanidine represented by the formula ##STR21## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --C 6 H 4 CH 2 C 6 H 4 --, R 2 --N--R 2 is ##STR22## and n is 1 to 6.
Claim 6
Dependent Claim 51 words
A fluorochemical guanidine represented by the formula ##STR21## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --C 6 H 4 CH 2 C 6 H 4 --, R 2 --N--R 2 is ##STR22## and n is 1 to 6.
Claim 7
Dependent Claim 57 words
A fluorochemical guanidine represented by the formula ##STR23## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --C 6 H 4 CH 2 C 6 H 4 , R 2 --N--R 2 is --N(iso--C 3 H 7 ) 2 , and n is 1 to 6.
Claim 8
Dependent Claim 57 words
A fluorochemical guanidine represented by the formula ##STR23## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --C 6 H 4 CH 2 C 6 H 4 , R 2 --N--R 2 is --N(iso--C 3 H 7 ) 2 , and n is 1 to 6.
Claim 9
Dependent Claim 17 words
A fiber comprising an organic solution or aqueous dispersion comprising the fluorochemical guanidine composition of claim 1.
Claim 10
Dependent Claim 12 words
The fiber finish according to claim 5 further comprising a fiber lubricant.
Claim 11
Dependent Claim 25 words
A method for imparting oil and water repellency to a fibrous substrate, which comprises treating the surface thereof with the fiber finish of claim 5.
Claim 12
Dependent Claim 31 words
In the manufacture of spun synthetic organic fibers wherein a fiber finish is applied to said fibers, the improvement comprising employing as said fiber finish the fiber finish of claim 6.
Claim 13
Dependent Claim 12 words
A fibrous substrate coated with the fluorochemical guanidine composition of claim 1.
Claim 14
Dependent Claim 14 words
A fibrous substrate according to claim 9 wherein said substrate is nylon carpet fiber.
Claim 15
Dependent Claim 55 words
A fluorochemical guanidine represented by the formula ##STR24## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --CH 2 C 6 H 4 CH 2 --, R 2 --N--R 2 is --N(C 4 H 9 ) 2 , and n is 1 to 6.
Claim 16
Dependent Claim 55 words
A fluorochemical guanidine represented by the formula ##STR24## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --CH 2 C 6 H 4 CH 2 --, R 2 --N--R 2 is --N(C 4 H 9 ) 2 , and n is 1 to 6.
Claim 17
Dependent Claim 49 words
A fluorochemical guanidine represented by the formula ##STR25## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --CH 2 C 6 H 4 CH 2 --, R 2 --N--R 2 is ##STR26## and n is 1 to 6.
Claim 18
Dependent Claim 49 words
A fluorochemical guanidine represented by the formula ##STR25## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --CH 2 C 6 H 4 CH 2 --, R 2 --N--R 2 is ##STR26## and n is 1 to 6.
Claim 19
Dependent Claim 55 words
A fluorochemical guanidine represented by the formula ##STR27## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --CH 2 C 6 H 4 CH 2 --, R 2 --N--R 2 is --N(iso--C 3 H 7 ) 2 , and n is 1 to 6.
Claim 20
Dependent Claim 55 words
A fluorochemical guanidine represented by the formula ##STR27## where R--Q is C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 OCONH--, A is --CH 2 C 6 H 4 CH 2 --, R 2 --N--R 2 is --N(iso--C 3 H 7 ) 2 , and n is 1 to 6.
Claim 21
Dependent Claim 200 words
Normally solid, water-insoluble, fluorochemical guanidine compositions which are fluoroaliphatic radical-containing substituted guanidine compounds or compositions comprising a mixture of such compounds, said compounds being represented by the general formula ##STR28## where n is 0 to 20, x is 0 to 1, R 1 and R 2 are hydrogen atoms, a monovalent fluoroaliphatic radical, R f , having at least three fully fluorinated carbon atoms, or an organic radical selected from the group consisting of alkyl, cycloalkyl, aryl, and combinations thereof, A is a divalent linking group selected from the group consisting of alkylene, aralkylene, arylene polyoxyalkylene, and combinations thereof, which can contain said R f , and Q is a divalent hetero atom-containing or organic linking group selected from the group consisting of aliphatic aromatic aralkyl, fluoroaliphatic, and combinations thereof, with the proviso that at least one fluoroaliphatic radical, R f , is present in one or more of the R 1 , R 2 , and A groups, that where R 1 or R 2 is R f , x is 1, and that when only one guanidino moiety is present and only two organic substituents are in said guanidino moiety, said substituents must be on different nitrogen atoms.
Claim 22
Dependent Claim 200 words
Normally solid, water-insoluble, fluorochemical guanidine compositions which are fluoroaliphatic radical-containing substituted guanidine compounds or compositions comprising a mixture of such compounds, said compounds being represented by the general formula ##STR28## where n is 0 to 20, x is 0 to 1, R 1 and R 2 are hydrogen atoms, a monovalent fluoroaliphatic radical, R f , having at least three fully fluorinated carbon atoms, or an organic radical selected from the group consisting of alkyl, cycloalkyl, aryl, and combinations thereof, A is a divalent linking group selected from the group consisting of alkylene, aralkylene, arylene polyoxyalkylene, and combinations thereof, which can contain said R f , and Q is a divalent hetero atom-containing or organic linking group selected from the group consisting of aliphatic aromatic aralkyl, fluoroaliphatic, and combinations thereof, with the proviso that at least one fluoroaliphatic radical, R f , is present in one or more of the R 1 , R 2 , and A groups, that where R 1 or R 2 is R f , x is 1, and that when only one guanidino moiety is present and only two organic substituents are in said guanidino moiety, said substituents must be on different nitrogen atoms.
Claim 23
Dependent Claim 22 words
Fluorochemical guanidine compositions according to claim 14 wherein said R 1 and R 2 have no more than about 18 carbon atoms.
Claim 24
Dependent Claim 32 words
Fluorochemical guanidine compositions according to claim 14 wherein two R 2 groups of a guanidino are bonded together to form a cyclic structure with the adjacent nitrogen atom of that guanidino group.
Claim 25
Dependent Claim 35 words
Fluorochemical guanidine compositions according to claim 14 wherein said R 1 , R 2 , A, and Q are free of active hydrogen atoms that can react readily with isocyanate under urethane bond forming conditions.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-09-09 1989-03-11 1989-09-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-09-09 1993-03-11 1993-09-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-09-09 1997-03-11 1997-09-10 $7700.00 Window Closed / Lapsed

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