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US 2014/0371405 A1Published application
Preparation and use of cyclododecatriene trialdehyde and related compounds
AssigneeDow Global Technologies LLC
InventorsErich J. Molitor, Robert E. Hefner, JR.
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Abstract
Disclosed herein are compositions and methods related to the hydroformylation of cyclododecatriene to form cyclododecatriene trialdehyde, and the conversion of the trialdehyde to the polyphenols of Formula 1: where R, m p and Q are as defined herein. Curable compositions comprising compounds of Formula 1, including powder coating compositions, and methods of curing the compositions are also disclosed.
Claims17
A method of hydroformylating cyclododecatriene to form a trialdehyde, the method comprising:
- a) a) preparing a first mixture comprising a rhodium compound and an organophosphite ligand in a solvent;
- b) b) heating the first mixture in the presence of a gas comprising CO and H2 to form a second mixture comprising an activated catalyst complex;
- and
- c) c) combining cyclododecatriene and the second mixture to form a third mixture.
1 more element
Compounds of the formula:
- wherein each m independently has a value of zero to 3,
- p has a value of zero to 20;
- each R is independently halogen, nitrile, nitro;
- C1-C6 alkyl or C1-C6 alkoxy, wherein the alkyl and alkoxy groups are optionally substituted with one or more halogen atoms, C2-C6 alkenyl or C2-C6 alkenyloxy groups;
- and each Q is independently hydrogen or C1-C6 alkyl;
- or the R group may be a C3-C4 alkylene group that optionally contains one or two double bonds and is bonded to two adjacent carbons on the ring to which it is attached.
3 more elements
Methods of making compounds of the formula:
- wherein each m independently has a value of zero to 3,
- p has a value of zero to 20;
- each R is independently halogen, nitrile, nitro;
- C1-C6 alkyl or C1-C6 alkoxy, wherein the alkyl and alkoxy groups are optionally substituted with one or more halogen atoms, C2-C6 alkenyl or C2-C6 alkenyloxy groups;
- and each Q is independently hydrogen or C1-C6 alkyl;
- or the R group may be a C3-C4 alkylene group that optionally contains one or two double bonds and is bonded to two adjacent carbons on the ring to which it is attached;
- the methods comprising
- subjecting the trialdehyde of cyclododecane to conditions sufficient to convert the aldehyde groups to the diphenolmethyl groups.
5 more elements
(canceled)
Dependencies are inferred from the claim text.