Cationic and non-ionic fluorochemicals and fibrous substrates treated therewith

• US 4,668,726 A
• Filed: 12/30/1985
• Issued: 05/26/1987
• Est. Priority Date: 03/30/1984
• Status: Expired due to Term

• Current Assignee: 3M Company
• Original Assignee: 3M Company
• Inventors: Howells, Richard D.
• Primary Examiner(s): Clingman, A. Lionel
• Application Number:
  US06/794,837
• Time in Patent Office: 512 Days
• Field of Search: 524/225, 526/242, 526/245, 526/248
• US Class Current: 524/225
• CPC Class Codes: C08G 18/0814 containing ammonium groups or groups forming them
• CPC Class Codes: C08G 18/095 oligomerisation to carbodiimide or uretone-imine groups
• CPC Class Codes: C08G 18/2885 containing halogen atoms
• CPC Class Codes: C08K 5/20 Carboxylic acid amides
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 33/16 Homopolymers or copolymers of esters containing halogen atoms
• CPC Class Codes: D06M 13/428 containing fluorine atoms
• CPC Class Codes: D06M 15/53 Polyethers polyacetals D06M15/39
• CPC Class Codes: D06M 15/576 containing fluorine
• CPC Class Codes: D21H 17/11 Halides

Abstract

Cationic and non-ionic fluorochemicals, mixtures of cationic and non-ionic fluorochemicals, blends of the mixtures with fluorochemical poly(oxyalkylenes), and compositions of the fluorochemicals with hydrocarbon nonionic surfactants are provided. These fluorochemicals and compositions, in dispersions, emulsions and microemulsions, may be applied to porous fibrous substrates to give oil and water repellancy and soil resistance.

Claims

1. A cationic fluorochemical comprising one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated carbon atoms, one or more N-containing moieties selected from carbodiimido and urylene, said radicals and moieties being bonded together by heterto atom-containing or organic linking groups, sand linking groups being free of active hydrogen atoms, and an organo amino nitrogen derived cationic moiety, said cationic moiety bonded to said N-containing moiety by hetero atom-containing or organic linking groups.

2. A cationic fluorochemical according to claim 1 wherein said fluorochemical is represented by the general formula

3. A cationic fluorochemical according to claim 1 wherein said fluorochemical is represented by the general formula

4. A cationic fluorochemical according to claim 2 or 3 wherein R--Q is C₈ F₁₇ SO₂ N(C₂ H₅)C₂ H₄ CONH-- with R being C₈ F₁₇ and Q being SO₂ N(C₂ H₅)C₂ H₄ CONH, A is selected from --C₆ H₄ CH₂ C₆ H₄ --, --(CH₃)C₆ H₃ --, --CH₂ C₆ H₄ CH₂ --, Q--Z is selected from NHCOOC₂ H₄ N⁺ (CH₃)₂ C₂ H₅ and NHCOOC₂ H₄ N⁺ (CH₃)₃ with Q being NHCOO and Z being C₂ H₄ N⁺ (CH₃)₂ C₂ H₅ or C₂ H₄ N⁺ (CH₃)₃, Y is selected from CH₃ SO₄^-, C₂ H₅ SO₄^- and I^-, p is 1, and x is from 1 to 5.

5. A non-ionic fluorochemical comprising one or more monovalent fluoroaliphatic radicals having at least three fully fluorinated carbon atoms and one or more urylene moieties, said radicals and moieties being bonded together by hetero atom-containing or organic linking groups, said linking groups being free of active hydrogen atoms, and said non-ionic fluorochemical being a mixture of non-ionic fluorochemicals having an average urylene functionality greater than one.

6. A non-ionic fluorochemical according to claim 5, wherein said fluorochemical is represented by the general formula

7. A nonionic fluorochemical according to claim 6 wherein R--Q is C₈ F₁₇ SO₂ N(C₂ H₅)C₂ H₄ CONH-- with R being C₈ F₁₇ and Q being SO₂ N(C₂ H₅)C₂ H₄ CONH, A is selected from --C₆ H₄ CH₂ C₆ H₄ --, --(CH₃)C₆ H₃ --, --CH₂ C₆ H₄ CH₂ --, and x is a number greater than one up to about 10.