# US 4,394,294 A · Membrane catalyst for hydrogenation of organic compounds and method for preparing same

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- Number: US 4,394,294 A
- Document ID: US4394294A
- Status: Granted
- Kind: A
- Application number: 06/223,074
- Filed: 1981-01-07
- Granted: 1983-07-19
- Earliest claimed: 1977-01-20
- Inventors: Vladimir M. Gryaznov; Viktor S. Smirnov; Valentin M. Vdovin; Margarita M. Ermilova; Liya D. Gogua; Nina A. Pritula; Galina K. Fedorova
- Web page: https://patentgrep.com/patent/US4394294A

## CPC

- B01J 35/59: Membranes
- B01J 31/1633: {covalent linkages via silicon containing groups}
- B01J 31/1805: {the ligands containing nitrogen}
- B01J 31/24: Phosphines {, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands}
- B01J 2231/641: Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
- B01J 2531/824: Palladium
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

## Abstract

The membrane catalyst for hydrogenation of organic compounds according to the present invention comprises a cermet substrate with deposited thereonto, as a film, a product of interaction of a polyorganosiloxane polymer and a heterogenized palladium complex of the general formula: ##STR1## R=alkyl, alkoxy, chlorine; R'=--C.sub.6 H.sub.4 --; --(CH.sub.2).sub.n --, n=1-10; D=--PR.sub.2 ", R"=alkyl, phenyl; --NR.sub.2 "', R'"=alkyl; --C.sub.5 H.sub.4 N; L=--Cl, --Br, --OCOCH.sub.3. The method for preparing a membrane catalyst for hydrogenation of organic compounds according to the present invention comprises application, onto a cermet substrate, of a mixture of a polyorganosiloxane polymer and a heterogenized palladium complex of the formula: ##STR2## R=alkyl, alkoxy, chlorine: R'=--C.sub.6 H.sub.4 --; --(CH.sub.2).sub.n --, n=1-10; D=--PR.sub.2 ", R"=alkyl, phenyl; --NR.sub.2 "', R"'=alkyl; --C.sub.5 H.sub.4 N; L=--Cl, --Br, --OCOCH.sub.3. and vulcanization thereof in the presence of a vulcanizing agent at a temperature ranging from 20.degree. to 150.degree. C. till the formation of a film with a thickness of from 0.3 to 1.0 mm.

## Claims

### Claim 1

A membrane catalyst for hydrogenation of organic compounds comprising a porous metal substrate selected from the group consisting of porous stainless steel, porous copper and porous nickel, having thereon a vulcanized film comprising a polyorganosiloxane polymer and a heterogenized palladium complex of the formula ##STR6## wherein R=alkyl, alkoxy or chlorine
R'=--C.sub.6 H.sub.4 -- or --(CH.sub.2).sub.n -- and n=1-10
D=PR".sub.2 wherein R"=alkyl or phenyl; N R"'.sub.2 wherein
R"'=alkyl or C.sub.5 H.sub.4 N
L=--CL, Br or OCOCH.sub.3.

### Claim 2 (depends on 1)

A membrane catalyst according to claim 1, containing the components in the following proportions, percent by mass:
______________________________________ porous metal substrate 50 to 89 polyorganosiloxane polymer 10 to 39 heterogenized palladium complex 1 to 4. ______________________________________

### Claim 3 (depends on 1)

A membrane catalyst according to claim 1, containing, as a film, a product of interaction of a polyorganosiloxane polymer and a palladium complex heterogenized through pyridinium ligand.

### Claim 4 (depends on 1)

A membrane catalyst according to claim 1, containing, as a film, a product of interaction of a polyorganosiloxane polymer and palladium complex heterogenized through tertiary amine ligand.

### Claim 5 (depends on 1)

A mixture catalyst according to claim 1, containing, as a film, a product of interaction of a polyorganosiloxane polymer and a palladium complex heterogenized through a tertiary phosphine ligand.

### Claim 6 (depends on 1)

A membrane catalyst according to claim 1, containing, as a film, a product of interaction of a heterogenized complex of palladium and polydimethylsiloxane.

### Claim 7 (depends on 1)

A membrane catalyst according to claim 1, containing, as a film, a product of interaction of a heterogenized complex of palladium and polymethylphenylsiloxane.

### Claim 8 (depends on 1)

A membrane catalyst according to claim 1, wherein the film thickness is equal to 0.3-1.0 mm.

### Claim 9

A method for preparing a membrane catalyst for hydrogenation of organic compounds, comprising application, onto a porous metal substrate, of a mixture of a polyorganosiloxane polymer and a heterogenized palladium complex of the formula: ##STR7## R=alkyl, alkoxy, chlorine; R'=--C.sub.6 H.sub.4 --; --(CH.sub.2).sub.n ; n=1-10;
D=--PR".sub.2, R"=alkyl, phenyl; --NR"'.sub.2, R"'=alkyl; --C.sub.5 H.sub.4 N--;
L=--Cl, --Br, --OCOCH.sub.3
and vulcanization thereof in the presence of a vulcanizing agent at a temperature of from 20.degree. to 150.degree. C. till the formation of a film with a thickness of from 0.3 to 1.0 mm.

### Claim 10 (depends on 9)

A method according to claim 9, wherein as the polyorganosiloxane polymer use is made of polydimethylsiloxane.

### Claim 11 (depends on 10)

A method according to claim 10 wherein as the polyorganosiloxane polymer used is made of polymethylphenylsiloxane.