IP Library › Granted Patent US 11,015,012
Granted Patent B2
US 11,015,012 · App. 16/230,801 · Granted May 25, 2021

Hydrophobic polyurethane resins

Inventors: Walter E. Partlo (Inver Grove Heights, MN); Chetan P. Jariwala (Woodbury, MN); Yongshang Lu (Woodbury, MN); Michael T. Hayes (St. Anthony, MN)
Assignee: 3M INNOVATIVE PROPERTIES COMPANY
C08G18/3221C08G18/10C08G18/246C08G18/3868C08G18/7671D06N3/0011D06N3/0059D06N2203/068D06N2209/142
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Quick Facts
Patent No.
US 11,015,012
App. No.
16/230,801
Granted
May 25, 2021
Kind
B2
Abstract

Hydrophobic polyurethane polymers which may be useful in making synthetic leathers comprising at least two immediately consecutive repeating units according to Formula I: (—OC(O)N—) n A-NC(O)O-L(M)-  (I) wherein n is 1 or 2, A represents the residue of an organic di- or tri-isocyanate compound, L represents a hydrocarbon group that optionally contains one or more catenary or non-catenary hetero-atoms, and M represents an oligomer comprising 2-12 (meth)acrylate units. The polyurethane polymers may additionally comprise end group(s) according to the formula -L′M wherein L′ represents a hydrocarbon group that may contain one or more catenary or non-catenary hetero-atoms. In some embodiments, M is according to Formula III: wherein Q is hydrogen or methyl, p is an integer between 2 and 12 inclusive, and Z is a hydrocarbon group which may optionally be substituted.

Claims (22)

1. A polyurethane polymer comprising at least two immediately consecutive repeating units according to Formula I:

(—OC(O)N—) n A-NC(O)O-L(M)-  (I)

wherein n is 1 or 2, selected independently for each repeating unit,

wherein A represents the residue of an organic di- or tri-isocyanate compound excluding its isocyanate groups, selected independently for each repeating unit,

wherein L represents a hydrocarbon group that may optionally contain one or more catenary or non-catenary hetero-atoms, selected independently for each repeating unit, and

wherein M represents an oligomer comprising 2-12 (meth)acrylate units derived from one or more (meth)acrylate monomers, selected independently for each repeating unit.

2. The polyurethane polymer according to claim 1 wherein n is 1 for each repeating unit.

3. The polyurethane polymer according to claim 1 wherein at least one L is according to Formula II:

wherein R and R′ represent hydrocarbon groups and X represents O, NH, or S.

4. The polyurethane polymer according to claim 3 wherein X is S.

5. The polyurethane polymer according to claim 1 additionally comprising at least one end group according to the formula -L′M wherein L′ represents a hydrocarbon group that may optionally contain one or more catenary or non-catenary hetero-atoms, selected independently for each end group.

6. The polyurethane polymer according to claim 5 wherein at least one L′ is according to the formula —R″X′—, wherein R″ represents a hydrocarbon group and X′ represents O, NH, or S.

7. The polyurethane polymer according to claim 6 wherein X′ is S.

8. The polyurethane polymer according to claim 1 wherein each M is independently selected from moieties according to Formula III:

wherein each Q is independently selected from hydrogen or methyl, each p is independently selected from integers between 2 and 12 inclusive, and each Z is independently selected from hydrocarbon groups which are optionally substituted.

9. The polyurethane polymer according to claim 8 wherein each Z is independently selected from C2-C22 n-alkyl, branched alkyl, or cycloaliphatic groups.

10. The polyurethane polymer according to claim 8 wherein each Z is independently selected from C16-C22 n-alkyl groups.

11. The polyurethane polymer according to claim 8 wherein each Z is an octadecyl group.

12. The polyurethane polymer according to claim 1 comprising no fluorine.

13. The polyurethane polymer according to claim 1 comprising no carbodiimide groups.

14. A synthetic leather comprising the polyurethane polymer according to claim 1 .

15. The synthetic leather according to claim 14 additionally comprising a fibrous support which is a polymeric, non-woven fibrous support, and wherein the fibrous support is coated with or embedded in the polyurethane polymer.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2019
From: PARTLO, WALTER E.; JARIWALA, CHETAN P.; LU, YONGSHANG; HAYES, MICHAEL T.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 050602/0612 →
Continuity (2)
Provisional Application 62610712 · Dec 27, 2017
Related Publication 20190194377A1 · Jun 27, 2019