Ru-catalysed domino hydroformylation/hydrogenation/esterification using phosphine ligands.

The present invention relates to a haloalkenyl alkoxymethyl ether compound of the following general formula (1): R.sup.1CH.sub.2OCH.sub.2OCH.sub.2CH.sub.2CH═CH(CH.sub.2).sub.aX.sup.1 (1) wherein R.sup.1 represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, X.sup.1 represents a halogen atom, and “a” represents an integer of 3 to 14. The present invention also relates to processes for preparing a terminal conjugated alkadien-1-yl acetate compound of the following general formula (5): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOAc (5) wherein “a” is as defined above, and Ac represents an acetyl group, and a terminal conjugated alkadien-1-ol compound of the following general formula (6): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOH (6) wherein “a” is as defined above, from the haloalkenyl alkoxymethyl ether compound (1).

The present invention relates to a haloalkenyl alkoxymethyl ether compound of the following general formula (1): R.sup.1CH.sub.2OCH.sub.2OCH.sub.2CH.sub.2CH═CH(CH.sub.2).sub.aX.sup.1 (1) wherein R.sup.1 represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, X.sup.1 represents a halogen atom, and “a” represents an integer of 3 to 14. The present invention also relates to processes for preparing a terminal conjugated alkadien-1-yl acetate compound of the following general formula (5): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOAc (5) wherein “a” is as defined above, and Ac represents an acetyl group, and a terminal conjugated alkadien-1-ol compound of the following general formula (6): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOH (6) wherein “a” is as defined above, from the haloalkenyl alkoxymethyl ether compound (1).

The present invention relates to a haloalkenyl alkoxymethyl ether compound of the following general formula (1): R.sup.1CH.sub.2OCH.sub.2OCH.sub.2CH.sub.2CH═CH(CH.sub.2).sub.aX.sup.1 (1) wherein R.sup.1 represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, X.sup.1 represents a halogen atom, and “a” represents an integer of 3 to 14. The present invention also relates to processes for preparing a terminal conjugated alkadien-1-yl acetate compound of the following general formula (5): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOAc (5) wherein “a” is as defined above, and Ac represents an acetyl group, and a terminal conjugated alkadien-1-ol compound of the following general formula (6): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOH (6) wherein “a” is as defined above, from the haloalkenyl alkoxymethyl ether compound (1).

The present invention relates to a haloalkenyl alkoxymethyl ether compound of the following general formula (1): R.sup.1CH.sub.2OCH.sub.2OCH.sub.2CH.sub.2CH═CH(CH.sub.2).sub.aX.sup.1 (1) wherein R.sup.1 represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, X.sup.1 represents a halogen atom, and “a” represents an integer of 3 to 14. The present invention also relates to processes for preparing a terminal conjugated alkadien-1-yl acetate compound of the following general formula (5): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOAc (5) wherein “a” is as defined above, and Ac represents an acetyl group, and a terminal conjugated alkadien-1-ol compound of the following general formula (6): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOH (6) wherein “a” is as defined above, from the haloalkenyl alkoxymethyl ether compound (1).

Disclosed are compositions containing at least one of the following: (1) estolide polyethylene glycol diesters; (2) hydroxy derived estolide polyethylene glycol diesters; (3) unsaturated hydroxy derived estolide polyethylene glycol diesters; (4) estolide trimetholpropane diesters; (5) hydroxy derived estolide trimetholpropane diesters; (6) unsaturated hydroxy derived estolide trimetholpropane diesters; (7) estolide epoxide polyethylene glycol diesters; (8) estolide dihydroxide polyethylene glycol diesters; (9) mono-capped hydroxy derived estolide epoxide polyethylene glycol diesters; (10) mono-capped hydroxy derived estolide dihydroxide polyethylene glycol diesters;
and mixtures thereof; and optionally a carrier. All the compounds can be used as a viscosity index improver thereby improving a lubricant's performance.

Disclosed are compositions containing at least one of the following: (1) estolide polyethylene glycol diesters; (2) hydroxy derived estolide polyethylene glycol diesters; (3) unsaturated hydroxy derived estolide polyethylene glycol diesters; (4) estolide trimetholpropane diesters; (5) hydroxy derived estolide trimetholpropane diesters; (6) unsaturated hydroxy derived estolide trimetholpropane diesters; (7) estolide epoxide polyethylene glycol diesters; (8) estolide dihydroxide polyethylene glycol diesters; (9) mono-capped hydroxy derived estolide epoxide polyethylene glycol diesters; (10) mono-capped hydroxy derived estolide dihydroxide polyethylene glycol diesters;
and mixtures thereof; and optionally a carrier. All the compounds can be used as a viscosity index improver thereby improving a lubricant's performance.

Disclosed are compositions containing at least one of the following: (1) estolide polyethylene glycol diesters; (2) hydroxy derived estolide polyethylene glycol diesters; (3) unsaturated hydroxy derived estolide polyethylene glycol diesters; (4) estolide trimetholpropane diesters; (5) hydroxy derived estolide trimetholpropane diesters; (6) unsaturated hydroxy derived estolide trimetholpropane diesters; (7) estolide epoxide polyethylene glycol diesters; (8) estolide dihydroxide polyethylene glycol diesters; (9) mono-capped hydroxy derived estolide epoxide polyethylene glycol diesters; (10) mono-capped hydroxy derived estolide dihydroxide polyethylene glycol diesters;
and mixtures thereof; and optionally a carrier. All the compounds can be used as a viscosity index improver thereby improving a lubricant's performance.

A method for preparing norbornyl (meth)acrylate by reacting norbornene with (meth)acrylic acid in the presence of boron trifluoride as catalyst, wherein a) boron trifluoride is initially charged in (meth)acrylic acid or an organic solvent, b) the initial charge is heated to a temperature of 75 to 110° C., c) norbornene is added or a mixture comprising norbornene and (meth)acrylic acid is added and d) the norbornyl (meth)acrylate obtained is isolated from the reaction mixture.

A method for preparing norbornyl (meth)acrylate by reacting norbornene with (meth)acrylic acid in the presence of boron trifluoride as catalyst, wherein a) boron trifluoride is initially charged in (meth)acrylic acid or an organic solvent, b) the initial charge is heated to a temperature of 75 to 110° C., c) norbornene is added or a mixture comprising norbornene and (meth)acrylic acid is added and d) the norbornyl (meth)acrylate obtained is isolated from the reaction mixture.