# US 9,751,904 B2 · Method for reducing the chlorine content of organomonophosphites using dimethylaminobutane, triethylamine or triethanolamine

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 9,751,904 B2
- Document ID: US9751904B2
- Status: Granted
- Kind: B2
- Application number: 15/312,024
- Filed: 2015-04-29
- Published: 2017-03-30
- Granted: 2017-09-05
- Earliest claimed: 2014-05-20
- Assignees: Evonik Degussa GmbH
- Applicants: Evonik Degussa GmbH
- Inventors: Katrin Marie Dyballa; Robert Franke
- Web page: https://patentgrep.com/patent/US9751904B2

## CPC

- C07F 9/062: {Organo-phosphoranes without P-C bonds}
- C07F 9/025: {Purification; Separation; Stabilisation; Desodorisation of organo-phosphorus compounds (of natural phosphatides C07F9/103; phosphines C07F9/5095)}
- C07F 9/145: with hydroxyaryl compounds
- C07F 9/65742: {non-condensed with carbocyclic rings or heterocyclic rings or ring systems}
- C07F 9/65744: {condensed with carbocyclic or heterocyclic rings or ring systems}
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

The invention relates to a universally applicable method for reducing the chlorine content of organomonophosphites using dimethylaminobutane or triethylamine.

## Claims

### Claim 1

A process for reducing the chlorine content in an organomonophosphite of one of the general formulae I, II, III, IV, V, VI, VII, VIII, IX and X:
where the radicals R1, R2, R3, R4, R5, R6, R7, R8, R21, R22, R23, R24, R25, R31, R32, R33, R34, R35, R41, R42, R43, R44 and R45 are selected each independently from:
—H, —(C1-C12)-alkyl, —O—(C1-C12)-alkyl, —O—(C6-C20)-aryl, —(C6-C20)-aryl,
and R10 is —(C1-C12)-alkyl;
and T is selected from:
—CH3, —CF3, —CH2C6H5;
and Q is selected from:
—(C1-C12)-alkyl-, —C(CH3)3;
and V is selected from:
—CH2CH2COCH3, —C(CH3)3, —CH6H5;
and W is selected from:
-Me, —CH2CH3, —CH2CH2CH3, —CH2-cyclo-C3H5, —CH(CH3)2, -cyclo-C6H11, —C(CH3)3, —CH2C6H5, —CH2C6H3-2,4-(CH3)2;
and X and Y are each independently selected from:
—(C1-C12)-alkyl, —(C6-C20)-aryl, —(C6-C20)-aryl-(C1-C12)-alkyl, —(C1-C12)-alkyl-(C6-C20)-aryl;
and Z is selected from:
—(C1-C12)-alkyl-, —(C6-C20)-aryl-, —(C6-C20)-aryl-(C6-C20)-aryl-;
and the alkyl, cycloalkyl, and aryl groups mentioned may be substituted;
comprising the process steps of:
a) partly or fully dissolving the organomonophosphite in a first solution comprising a first solvent selected from aromatics, alcohols, acetone, ethyl acetate, acetonitrile, ether, water;
where the first solution comprises dimethylaminobutane or triethylamine or triethanolamine;
c) the purified organomonophosphite is precipitated.

### Claim 2 (depends on 1)

The process as claimed in claim 1,
which comprises the additional process step of:
b) introducing the first solution into a second solution comprising a second solvent selected from aromatics, C5-C10-alkanes, alcohols, acetone, ethyl acetate, acetonitrile, ether, water.

### Claim 3 (depends on 1)

The process as claimed in claim 1,
wherein the first solution comprises dimethylaminobutane.

### Claim 4 (depends on 1)

The process as claimed in claim 1,
wherein the first solvent is selected from: ethyl acetate, anisole, ortho-xylene, toluene, acetone, methanol, ethanol, propanol, isopropanol, acetonitrile, water.

### Claim 5 (depends on 1)

The process as claimed in claim 1,
wherein the first solvent is toluene.

### Claim 6 (depends on 2)

The process as claimed in claim 2,
wherein the second solvent is selected from: ethyl acetate, anisole, ortho-xylene, toluene, acetone, methanol, ethanol, propanol, isopropanol, acetonitrile, tetrahydrofuran, diethyl ether, glycol, C5-C10-alkanes, water.

### Claim 7 (depends on 2)

The process as claimed in claim 2 ,
wherein the second solvent is acetonitrile.

### Claim 8 (depends on 2)

The process as claimed in claim 2,
wherein the second solution comprises dimethylaminobutane or triethylamine.

### Claim 9 (depends on 1)

The process as claimed in claim 1,
wherein the organomonophosphite is dissolved fully in the first solution in process step a).

### Claim 10

The process as claimed in 1,
wherein the purified organomonophosphite has a chlorine content of <200 ppm.

### Claim 11 (depends on 2)

The process as claimed in claim 2,
wherein the second solution is brought to a temperature in the range from −10° C. to 80° C. before the first solution is introduced into the second solution in process step b).

### Claim 12 (depends on 1)

The process as claimed in claim 1,
wherein the organomonophosphite has one of the general formulae I, II, III and IV:

### Claim 13 (depends on 1)

The process as claimed in claim 1,
wherein
R1, R2, R3, R4, R5, R6, R7, R8 are each independently selected from: —H, —(C1-C12)-alkyl, —O—(C1-C12)-alkyl, —O—(C6-C20)-aryl, —(C6-C20)-aryl;
and W is —CH3;
and Q is —C(CH3)3.

### Claim 14 (depends on 1)

The process as claimed in claim 1,
where Z is:
and
where R11, R12, R13, R14, R15, R16, R17, R18 are each independently selected from:
—H, —(C1-C12)-alkyl, —O—(C1-C12)-alkyl, —O—(C6-C20)-aryl, —(C6-C20)-aryl, -halogen, —COO—(C1-C12)-alkyl, —CONH—(C1-C12)-alkyl, —(C6-C20)-aryl-CON[(C1-C12)-alkyl]2, —CO—(C1-C12)-alkyl, —CO—(C6-C20)-aryl, —COON, —OH, —SO3H, —SO3Na, —NO2, —CN, —NH2, —N[(C1-C12)-alkyl]2.