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US 5,631,338 AGranted
Process for preparing bisphenol A
AssigneeMitsui Toatsu Chemicals, Inc.
InventorsKaoru Inoue, Tuneyuki Ohkubo, Takashi Terajima
Life of this patent
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Abstract
The present invention provides a process for preparing bisphenol A with a high conversion and selectivity by reacting phenol with acetone in the presence of both a polyorganosiloxane having a mercapto group-containing hydrocarbon group and an acid. It is preferable that the polyorganosiloxane having a mercapto group-containing hydrocarbon group and the acid is a polyorganosiloxane having both a mercapto group-containing hydrocarbon group and a sulfonic acid group.
Claims14
A process for preparing bisphenol A which comprises reacting phenol with acetone in the presence of an acid and a polyorganosiloxane having a mercapto group-containing hydrocarbon group.
A polyorganosiloxane having both a sulfonic acid group and a mercapto group-containing hydrocarbon group, said polyorganosiloxane being obtained by the following steps of:
- hydrolyzing i) at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.1).sub.4-n,
- where n is an integer of from 1 to 3;
- X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- R.sub.1 is at least one hydrocarbon group selected from the group consisting of 1 to 20 carbon atoms-containing hydrocarbon groups having at least one mercapto group (--SH), 6 to 20 carbon atoms-containing hydrocarbon groups having an aromatic group, 1 to 15 carbon atoms-containing alkyl groups having at least one halogen atom, 2 to 15 carbon atoms-containing olefinic hydrocarbon groups having at least one carbon-carbon unsaturated double bond, and 2 to 15 carbon atoms-containing hydrocarbon groups having at least one epoxy group;
- and Si represents a silicon atom or ii) a mixture of said at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.1).sub.4-n and at least one silane compound expressed by the general formula of SiX.sub.4,
- where X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- and Si represents a silicon atom to yield a polyorganosiloxane;
- sulfonating said hydrocarbon group R.sub.1 to yield a polyorganosiloxane having a sulfonic acid group;
- silylating said sulfonic said group-containing polyorganosiloxane with at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.2).sub.4-n,
- where n is an integer of from 1 to 3;
- X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- R.sub.2 is a hydrocarbon group containing carbon atoms of from 1 to 20 having at least one mercapto group (--SH);
- and Si represents a silicon atom;
- and
- hydrolyzing said silylated polyorganosiloxane.
12 more elements
A polyorganosiloxane having both a sulfonic acid group and a mercapto group-containing hydrocarbon group, said polyorganosiloxane being obtained by the following steps of:
- silylating silica gel with at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.1).sub.4-n and hydrolyzing said silylated compound to yield a polyorganosiloxane,
- where n is an integer of from 1 to 3;
- X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- R.sub.1 is at least one hydrocarbon group selected from the group consisting of 1 to 20 carbon atoms-containing hydrocarbon groups having at least one mercapto group (--SH), 6 to .sub.20 carbon atoms-containing hydrocarbon groups having an aromatic group, 1 to 15 carbon atoms-containing alkyl groups having at least one halogen atom, 2 to 15 carbon atoms-containing olefinic hydrocarbon groups having at least one carbon-carbon unsaturated double bond, and 2 to 15 carbon atoms-containing hydrocarbon groups having at least one epoxy group;
- and Si represents a silicon atom;
- sulfonating said polyorganosiloxane to yield a polyorganosiloxane having a sulfonic acid group;
- silylating said sulfonic acid group-containing polyorganosiloxane with at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.2).sub.4-n,
- where n is an integer of from 1 to 3;
- X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- R.sub.2 is a hydrocarbon group containing carbon atoms of from 1 to 20 and having at least one mercapto group (--SH);
- and Si represents a silicon atom;
- and
- hydrolyzing said silylated polyorganosiloxane.
10 more elements
A process for preparing a polyorganosiloxane having both a sulfonic acid group and a mercapto group-containing hydrocarbon group, said process comprising the following steps of:
- hydrolyzing i) at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.1).sub.4-n,
- where n is an integer of from 1 to 3;
- X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- R.sub.1 is at least one hydrocarbon group selected from the group consisting of 1 to 20 carbon atoms-containing hydrocarbon groups having at least one mercapto group (--SH), 6 to 20 carbon atoms-containing hydrocarbon groups having an aromatic group, 1 to 15 carbon atoms-containing allcyl groups having at least one halogen atom, 2 to 15 carbon atoms-containing olefinic hydrocarbon groups having at least one carbon-carbon unsaturated double bond, and 2 to 15 carbon atoms-containing hydrocarbon groups having at least one epoxy group;
- and Si represents a silicon atom or ii) a mixture of said at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.1).sub.4-n and at least one silane compound expressed by the general formula of SiX.sub.4,
- where X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- and Si represents a silicon atom to yield a polyorganosiloxane;
- sulfonating said hydrocarbon group R.sub.1 to yield a polyorganosiloxane having a sulfonic acid group;
- silylating said sulfonic said group-containing polyorganosiloxane with at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.2).sub.4-n,
- where n is an integer of from 1 to 3;
- X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- R.sub.2 is a hydrocarbon group containing carbon atoms of from 1 to 20 having at least one mercapto group (--SH);
- and Si represents a silicon atom;
- and
- hydrolyzing said silylated polyorganosiloxane.
12 more elements
A process for preparing a polyorganosiloxane having both a sulfonic acid group and a mercapto group-containing hydrocarbon group, said process comprising the following steps of:
- silylating silica gel with at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.1).sub.4-n and hydrolyzing said silylated compound to yield a polyorganosiloxane,
- where n is an integer of from 1 to 3;
- X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- R.sub.1 is at least one hydrocarbon group selected from the group consisting of 1 to 20 carbon atoms-containing hydrocarbon groups having at least one mercapto group (--SH), 6 to 20 carbon atoms-containing hydrocarbon groups having an aromatic group, 1 to 15 carbon atoms-containing alkyl groups having at least one halogen atom, 2 to 15 carbon atoms-containing olefinic hydrocarbon groups having at least one carbon-carbon unsaturated double bond, and 2 to 15 carbon atoms-containing hydrocarbon groups having at least one epoxy group;
- and Si represents a silicon atom;
- sulfonating said polyorganosiloxane to yield a polyorganosiloxane having a sulfonic acid group;
- silylating said sulfonic acid group-containing polyorganosiloxane with at least one silane compound expressed by the general formula of X.sub.n Si(R.sub.2).sub.4-n,
- where n is an integer of from 1 to 3;
- X is at least one selected from the group consisting of a chlorine atom, a bromine atom, an iodine atom, and an alkoxyl group;
- R.sub.2 is a hydrocarbon group containing carbon atoms of from 1 to 20 having at least one mercapto group (--SH);
- and Si represents a silicon atom;
- and
- hydrolyzing said silylated polyorganosiloxane.
10 more elements
Dependencies are inferred from the claim text.