IP Library Patent Application 13698755
Patent Application
App. No. 13/698,755

BIOBASED CARBODIIMIDES, A PROCESS FOR PREPARATION THEREOF AND USE THEREOF

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Patent No.
US None
App. No.
13/698,755
Abstract

The present invention relates to novel biobased carbodiimides, a process for production thereof and use thereof. The biobased carbodiimides according to the invention comprise the reaction product of at least one carbodiimide and a carbon acid compound isolated or produced from renewable raw materials and having a functionality >1 and/or a hydroxy carboxylic ester having 2-24 carbon atoms.

Claims (20)

1 . Biobased carbodiimides obtainable from the reaction of at least one carbodiimide and at least one carbon acid compound isolated or produced from renewable raw materials and having a functionality >1 and more than 4 carbon atoms and/or a hydroxy carboxylic ester having 2-24 carbon atoms.

2 . Biobased carbodiimides according to claim 1 , characterized in that the carbodiimide comprises a compound of formula (1)

R′—(—N═C═N—R—) m —R   (I)

where

R represents an aromatic, aliphatic, cycloaliphatic or araliphatic radical which in the case of an aromatic or araliphatic radical may bear aliphatic and/or cycloaliphatic substituents having at least two carbon atoms in at least one position ortho to the aromatic carbon atom bearing the carbodiimide group,

R′=C 1 -C 18 -alkyl, C 5 -C 18 -cycloalkyl, aryl, C 7 -C 18 -aralkyl or R—NCO, R—NHCONHR 1 , R—NHCONR 1 R 2 or R—NHCOOR 3 , and

R″ denotes —NCO,

where, in R′, R 1 and R 2 are each independently the same or different and signify a C 1 -C 6 -alkyl, C 6 -C 10 -cycloalkyl or C 7 -C 18 -aralkyl radical and R 3 has one of the meanings of R 1 or denotes a polyester or polyamide radical,

and

m is an integer from 1 to 5000 and preferably from 1 to 500.

3 . Biobased carbodiimides according to claim 1 or 2 , characterized in that the carbodiimide comprises a compound of formulae (II)-(III)

where x=1 to 50,

where y=1 to 20

and/or isophorone diisocyanate and/or dicyclohexylmethane 4,4′-diisocyanate (H12-MDI=hydrogenated MDI).

4 . Biobased carbodiimides according to any one of claims 1 to 3 , characterized in that the hydroxy carboxylic ester comprises one or more polyhydroxybutyrates of formula (IV)

where n=2-20.

5 . Biobased carbodiimides according to any one of claims 1 to 4 , characterized in that the ratio of the carbodiimide to the carbon acid compound and/or the hydroxy carboxylic ester is in the range from 5:95 to 95:5.

6 . Biobased carbodiimides according to any one of claims 1 to 5 , characterized in that they additionally contain non-biobased polyols based on polyether, polyester and/or polyetherester.

7 . Process for producing the biobased carbodiimides according to any one of claims 1 to 6 , characterized in that at least one carbodiimide is reacted with at least one carbon acid compound isolated or produced from renewable raw materials and having a functionality >1 and/or the hydroxy carboxylic ester and optionally non-biobased polyols based on polyether, polyester and/or polyetherester at temperatures between 20 and 200° C. in solution and/or in the absence of a solvent in the presence or absence of a catalyst.

8 . Use of the biobased carbodiimides according to any one of claims 1 to 6 in polyurethane applications, for rigid foam/coatings, flexible foam, CASE (Coatings Adhesives, Sealants, Elastomers), thermoplastics, in lubricant applications, in transformer oils for hydrolysis control and for crosslinking of polyurethanes.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 1, 2013
From: LAUFER, WILHELM; ECKERT, ARMIN; ORSINI, FRANCO; EIBEN, ROBERT
To: RHEIN CHEMIE RHEINAU GMBH
Reel/Frame 030717/0565 →