Polyurethanes derived from oligomeric fluoroacrylates

• US 7,750,093 B2
• Filed: 06/29/2006
• Issued: 07/06/2010
• Est. Priority Date: 06/29/2005
• Status: Expired due to Fees

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Elsbernd, Cheryl L. S., Moore, George G. I., Qiu, Zai-Ming, Jariwala, Chetan P., Clark, John C., Audenaert, Frans A.
• Primary Examiner(s): Cano; Milton I
• Assistant Examiner(s): LEONARD, MICHAEL L
• Application Number:
  US11/478,219
• Publication Number:
  US 20070004895A1
• Time in Patent Office: 1,468 Days
• Field of Search: 528/72, 528/48, 528/70, 428/375, 428/393, 428/395, 525/454, 525/455, 525/199, 525/200, 525/125, 524/198, 524/200, 524/223, 524/520, 524/544
• US Class Current: 525/455
• CPC Class Codes: C08G 18/2825 having at least 6 carbon atoms
• CPC Class Codes: C08G 18/2885 containing halogen atoms
• CPC Class Codes: C08G 18/6279 containing fluorine atoms
• CPC Class Codes: C08G 18/672 Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C08G 18/8077 Oximes
• CPC Class Codes: C09D 175/04 Polyurethanes
• CPC Class Codes: C14C 11/006 using polymeric products of isocyanates (or isothiocyanates) with compounds having active hydrogen

Abstract

The present invention relates to fluorochemical polyurethane compounds, a method for their preparation, a method of application, and compositions comprising that fluorochemical polyurethane compound. The compound and the composition comprising that compound are suitable to impart durable oil- and water-repellency to substrates.

Claims

1. A fluorochemical polyurethane compound prepared by reacting:

(a) a fluorochemical spacer oligomer comprising the oligomerization product of fluorochemical spacer monomers alone or in combination with other polymerizable monomers in the presence of at least one functionalized chain transfer agent

(b) a di-, tri-, or tetravalent isocyanate or combinations thereof,

(c) optionally, at least one isocyanate-reactive group and/or blocking group, and,

(d) optionally, at least one multi-functional chain extender;

wherein the fluorochemical spacer monomers are represented by the following formula;

C_nF_2n+1—

X′

—

OC(O)NH-A″

-HNC(O)O—

(C_pH_2p)(O)COC(R′

)═

CH₂

wherein

n is 4;

X′

is

2. A fluorochemical polyurethane compound represented by formula (I):

3. A fluorochemical polyurethane compound represented by formula (I):

4. A fluorochemical polyurethane compound represented by formula (III):

5. A fluorochemical polyurethane compound represented by formula (III):