# US 4,393,238 A · Method for the production of blocked isocyanates

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- Number: US 4,393,238 A
- Document ID: US4393238A
- Status: Granted
- Kind: A
- Application number: 06/265,321
- Filed: 1981-05-18
- Granted: 1983-07-12
- Earliest claimed: 1980-05-22
- Assignees: Akzo N.V.
- Inventors: Hans-Georg Zengel; Manfred Bergfeld
- Web page: https://patentgrep.com/patent/US4393238A

## CPC

- C08G 18/701: {Compounds forming isocyanates or isothiocyanates in situ (C08G18/80 takes precedence)}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

Blocked isocyanates of the general formula ##STR1## are obtained by converting terephthalic dialdoxime, isophthalic dialdoxime or an aliphatic, cycloaliphatic or aromatic ketoxime or an aromatic aldoxime of the general formula ##STR2## in the presence of 10-100 Mol % sodium, potassium or calcium hydroxide, with the sodium, potassium or calcium salt of a bis-N-chloramide of the general formula Cl-NH-CO-R-CO-NH-Cl in water or a mixture of water and an aprotic solvent. Preferred first components include terephthalic dialdoxime, benzaldehyde-, cyclohexanone-, acetone- and acetophenoneoxime. Preferred aprotic solvents include dimethyl acetamide, dimethylformamide, sulfolan and tetramethylurea.

## Claims

### Claim 1

Method for the production of blocked isocyanates of the general formula ##STR5## in which R, R' and R" represent an aliphatic, cycloaliphatic or aromatic hydrocarbon group, whereby R' and R" can be the same or different, and when R' is an aromatic group, R" can also be a hydrogen atom, comprising reacting terephthalic dialdoxime, isophthalic dialdoxime or an aliphatic, cycloaliphatic or aromatic ketoxime or an aromatic aldoxime of the general formula ##STR6## in the presence of 10-100 Mol% sodium-, potassium- or calcium-hydroxide, relative to the ketoxime or aldoxime used, with the sodium-, potassium- or calcium-salt of a bis-N-chloramide of the general formula
Cl--NH--CO--R--CO--NH--Cl
in water or a mixture of water and an aprotic solvent, at temperatures in the range between 20.degree. and 100.degree. C.

### Claim 2 (depends on 1)

Method according to claim 1, wherein said aldoxime or ketoxime is selected from the group consisting of terephthalic dialdoxime, benzaldehyde-, cyclohexanone-, acetone- and acetophenone-oxime.

### Claim 3 (depends on 1)

Method according to claim 1, wherein said aprotic solvent is selected from the group consisting of dimethyl acetamide, dimethylformamide, sulfolan and tetramethylurea.

### Claim 4 (depends on 1)

Method according to claim 1, wherein said temperatures lie in the range between 20.degree. and 60.degree. C.
