IP Library Granted Patent US 7,595,396
Granted Patent B2
US 7,595,396 · App. 11/238,375 · Granted Sep 29, 2009

Process for preparing polyisocyanates containing iminooxadiazinedione groups

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,595,396
App. No.
11/238,375
Granted
Sep 29, 2009
Kind
B2
Abstract

The present invention relates to process for preparing a polyisocyanate containing an iminooxadiazinedione group by trimerizing a portion of the isocyanate groups of a polyisocyanate, which does not contain iminooxadiazinedione groups, in the presence of a catalyst containing an anion corresponding to formula I) (R f ) n —CR′ (3-n) —C(O)O −   (I) wherein R f is a perfluorinated C 1 -C 30 radical which is optionally branched, cyclic and/or unsaturated, R′ are identical or different, optionally heteroatom-containing substituents selected from H, C 1 -C 20 alkyl and/or aryl and n is 1 or 2.

Claims (17)

1. A process for preparing a polyisocyanate containing an iminooxadiazinedione group which comprises trimerizing a portion of the isocyanate groups of a polyisocyanate, which does not contain an iminooxadiazinedione group, in the presence of a catalyst containing an anion corresponding to formula (I)

(R f ) n —CR′(3 −n )—C(O)O −   (I)

wherein

R f is a perfluorinated C 1 -C 30 radical which is optionally branched, cyclic, and/or unsaturated;

R′ are identical or different, optionally heteroatom-containing substituents selected from the group consisting of H, C 1 -C 20 alkyl, and aryl; and

n is 1 or 2; and

wherein the counterion to the anion of formula (I) is a quaternary ammonium cation or phosphonium cation.

2. A process for preparing a polyisocyanate containing an iminooxadiazinedione group which comprises trimerizing a portion of the isocyanate groups of a polyisocyanate, which does not contain an iminooxadiazinedione group, in the presence of a catalyst containing an anion corresponding to formula (I)

(R f ) n —CR′(3 −n )—C(O)O −   (I)

wherein

R f is a perfluorinated C 1 -C 30 radical which is optionally branched, cyclic, and/or unsaturated,

R′ are identical or different, optionally heteroatom-containing substituents selected from the group consisting of H, C 1 -C 20 alkyl, and aryl; and

n is 1 or 2; and

wherein said polyisocyanate, which does not contain an iminooxadiazinedione group, has aliphatically and/or cycloaliphatically bound NCO groups; and

wherein the counterion to the anion of formula (I) is a quaternary ammonium cation or phosphonium cation.

3. The process of claim 1 , wherein said catalyst comprises a quaternary ammonium salt or a quaternary phosphonium salt of 3,3,3-trifluoropropanoic acid, 4,4,4,3,3-pentafluorobutanoic acid, 5,5,5,4,4,3,3-heptafluoropentanoic acid, 6,6,6,5,5,4,4,3,3-nonafluorohexanoic acid, 7,7,7,6,6,5,5,4,4,3,3-undecailuoro-heptanoic acid, 8,8,8,7,7,6,6,5,5,4,4,3,3-tridecafluorooctanoic acid, 9,9,9,8,8,7,7,6,6,5,5,4,4,3,3- pentadecafluorononanoic acid, 10,10,10,9,9,8,8,7,7,6,6,5,5,4,4,3,3-heptadecatluorodecanoic acid, 3,3-ditluoroprop-2-enoic acid, 4,4,4,3-tetrafluorobut-2-enoic acid, 5,5,5,4,4,3 -hexafluoropent-2-enoic acid, 6,6,6,5,5,4,4,3 -octafluorohex-2-enoic acid, 7,7,7,6,6,5,5,4,4,3-decafluorohept-2-enoic acid, 8,8,8,7,7,6,6,5,5,4,4,3- dodecafluorooct-2-enoic acid, 9,9,9,8,8,7,7,6,6,5,5,4,4,3-tetradecafluoronon-2-enoic acid, 10,10,10,9,9,8,8,7,7,6,6,5,5,4,4,3-hexadecafluorodec-2-enoic acid, or 3,3- bis(trifluoromethyl)-6,6,6,5,5,4,4-heptafluorohexanoic acid.

4. The process of claim 2 , wherein said catalyst comprises a quaternary ammonium salt or a quaternary phosphonium salt of 3,3,3-trifluoroproparioic acid, 4,4,4,3,3- pentafluorobutanoic acid, 5,5,5,4,4,3,3-heptafluoropentanoic acid, 6,6,6,5,5,4,4,3,3-nonafluorohexanoic acid, 7,7,7,6,6,5,5,4,4,3,3-undecafluoro-heptanoic acid, 8,8,8,7,7,6,6,5,5,4,4,3,3-tridecafluorooctanoic acid, 9,9,9,8,8,7,7,6,6,5,5,4,4,3,3- pentadecafluorononanoic acid, 10,10,10,9,9,8,8,7,7,6,6,5,5,4,4,3,3-heptadecafluorodecanoic acid, 3,3-difluoroprop-2-enoic acid, 4,4,4,3-tetrafluorobut-2-enoic acid, 5,5,5,4,4,3-hexafluoropent-2-enoic acid, 6,6,6,5,5,4,4,3-octalluorohex-2-enoic acid, 7,7,7,6,6,5,5,4,4,3-decafluorohept-2-enoic acid, 8,8,8,7,7,6,6,5,5,4,4,3- dodecafluorooct-2-enoic acid,9,9,9,8,8,7,7,6,6,5,5,4,4,3-tetradecafluoronon-2-enoic acid, 10,10,10,9,9,8,8,7,7,6,6,5,5,4,4,3-hexadecafluorodec-2-enoic acid, or 3,3- bis(trifluoromethyl)-6,6,6,5,5,4,4-heptafluorohexanoic acid.

Assignments (1)
CHANGE OF NAME Recorded Apr 5, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038353/0325 →