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Polyurethanes containing perfluoroalkyl groups and a process for their production

Assignee: Bayer AG
•
Filing: 1984-05-18
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Granted: 1985-09-10
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Expires: 2004-05-18
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Abstract

Abstract To render surfaces, such as of textile fabrics and fibers, repellent to oil and/or water, they are treated with novel polyurethanes containing perfluoroalkyl ligands and having as recurring structural units ##STR1## with chain ends of the formula --YA.sub.m' in which X, Y and Z each independently is the skeletal radical of an aliphatic or aromatic di- or polyisocyanate, R F is a difunctional radical containing at least one perfluoroalkyl ligand, the perfluoroalkyl chain comprising 3 to 30 carbon atoms and, in addition to fluorine atoms, containing at most one hydrogen or chlorine atom to two carbon atoms; and the perfluoroalkyl chain optionally being interrupted by oxygen, n is the number of isocyanate groups on the skeletal radical X and is an integer from 2 to 25, A is an isocyanate group protected by a blocking agent, m is the number of blocked isocyanate groups A on the skeletal radical Y and is an integer from 1 to 5, E is O, S or --NR'--, R' is H, alkyl or aryl, R is the radical of a compound containing at least two alcohol, amine and/or thiol groups, a and b are the number of --OH, --NR'H or --SH functions in the alcohols, amines or thiols R(EH).sub.(a+b) used and each is an integer from 0 to 10, and p is the number of isocyanate groups on the skeletal radical Z and is an integer from 0 to 25. Subsequent heating removes the end blocks and effects chemical fixation on the surface.

Inventors

  • 👤 Ulrich Koemm
  • 👤 Klaus Geisler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 08:40
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; C08G18/30; C08G18/38; C08G18/3802; C08G18/3804; C08G18/3812; C08G18/3819; C08G18/3823; C08G18/3825; C08G18/3855; C08G18/3857; C08G18/3861; C08G18/70; C08G18/72; C08G18/80; C08G18/8061; C08G18/807; C08G18/8077

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 181 words
A polyurethane containing perfluoroalkyl ligands and having as recurring structural units ##STR7## with chain ends of the formula --YA.sub.m' in which X, Y and Z each independently is the skeletal radical of an aliphatic or aromatic di- or polyisocyanate, R F is a member selected from the group consisting of ##STR8## n is the number of isocyanate groups on the skeletal radical X and is an integer from 2 to 25, A is an isocyanate group protected by a blocking agent, m is the number of blocked isocyanate groups A on the skeletal radical Y and is an integer from 1 to 5, E is O, S or --NR'--, R' is H, alkyl or aryl, R is the radical of a compound containing at least two alcohol, amine and/or thiol groups, a and b are the number of --OH, --NR'H or --SH functions in the alcohols, amines or thiols R(EH).sub.(a+b) used and each is an integer from 0 to 10, and p is the number of isocyanate groups on the skeletal radical Z and is an integer from 0 to 25.
Claim 2
Dependent Claim 181 words
A polyurethane containing perfluoroalkyl ligands and having as recurring structural units ##STR7## with chain ends of the formula --YA.sub.m' in which X, Y and Z each independently is the skeletal radical of an aliphatic or aromatic di- or polyisocyanate, R F is a member selected from the group consisting of ##STR8## n is the number of isocyanate groups on the skeletal radical X and is an integer from 2 to 25, A is an isocyanate group protected by a blocking agent, m is the number of blocked isocyanate groups A on the skeletal radical Y and is an integer from 1 to 5, E is O, S or --NR'--, R' is H, alkyl or aryl, R is the radical of a compound containing at least two alcohol, amine and/or thiol groups, a and b are the number of --OH, --NR'H or --SH functions in the alcohols, amines or thiols R(EH).sub.(a+b) used and each is an integer from 0 to 10, and p is the number of isocyanate groups on the skeletal radical Z and is an integer from 0 to 25.
Claim 3
Dependent Claim 21 words
A polyurethane containing perfluoroalkyl ligands according to claim 1, wherein the blocking agent of A is the radical of an oxime.
Claim 4
Dependent Claim 109 words
A process for producing a polyurethane containing perfluoroalkyl ligands according to claim 1, comprising condensing an excess of a dialcohol containing perfluoroalkyl ligands and of the following formula R.sub.F --(OH).sub.2 optionally together with non-fluorinated di- or polyalcohols, amines or mercaptans of the formula R--(EH).sub.(a+b) in admixture or in blocks with at least one polyisocyanate of the formula X(NCO).sub.n' Y(NCO).sub.(m+1) and Z(NCO).sub.p' so that the polyurethane chains or networks formed at their ends carry free isocyanate groups, and blocking the free isocyanate end groups with a protective group, R F , R, E, a, b, X, n, Y, m, Z and p having the definitions set forth in claim 1.
Claim 5
Dependent Claim 41 words
In the treatment of a surface with a perfluoralkyl-containing polyurethane to render it oil- and/or water-repellent, the improvement which comprises employing as the perfluoroalkyl-containing polyurethane a material according to claim 1 and thereafter heating to effect chemical fixation with the surface.
Claim 6
Dependent Claim 15 words
The process according to claim 4, wherein the surface is a textile fiber or fabric.
Claim 7
Dependent Claim 29 words
The process according to claim 4, wherein the surface is that of a synthetic fiber as spun, the fiber thereafter being drawn and heated to effect the chemical fixation.

References Cited (Backward Citations)

US3759874A Cited

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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