Method for the production of N-cyclic and N,N'-dicyclic ureas and their use as chemical solvents

• US 5,597,917 A
• Filed: 01/30/1995
• Issued: 01/28/1997
• Est. Priority Date: 01/22/1993
• Status: Expired due to Fees

• Current Assignee: DSM Chemie LINZ GmbH
• Original Assignee: DSM Chemie LINZ GmbH
• Inventors: Stern, Gerhard, R ossler, Markus, M ullner, Martin, Hackl, Kurt A.
• Primary Examiner(s): O SULLIVAN, PETER G
• Application Number:
  US08/380,517
• Time in Patent Office: 729 Days
• Field of Search: 544/130, 544/141, 546/190, 546/208, 546/245, 548/524, 548/538
• US Class Current: 544/130
• CPC Class Codes: C07D 295/215 Radicals derived from nitrogen analogues of carbonic acid

Abstract

A process for the dissolution of chemical compounds by use of ureas in which at least one of the urea'"'"'s two nitrogen atoms is part of a non-aromatic ring which can be broken by an oxygen or sulphur atom as a chemical solvent, and a method of producing tri- or tetraalkylated ureas or bis ureas wherein at least one of the urea'"'"'s nitrogen atoms is part of a non-aromatic ring which can be broken by an oxygen or sulphur atom by means of dialkylating the --NH₂ group of a urea with an alkene or alkene arylene alkene dihalogenide, disulphonate or dihydrogen sulphonate in the presence of a solid base and a phase-transfer catalyst.

Claims

1. A process for the dissolution of a chemical compound by a chemical solvent comprising dissolving a chemical compound in at least one urea of the formula ##STR5## in which R₁ and R₂ independently of one another denote a straight-chain, branched or cyclic alkyl group having 1 to 22 C atoms, which is unsubstituted or substituted by fluorine atoms;

nitro groups;

alkenyl- or alkylidene groups having 2 to 6 C atoms;

phenyl groups which are unsubstituted or substituted by fluorine atoms, nitro groups, alkyl groups having 1 to 5 C atoms, alkoxy groups having 1 to 5 C atoms or phenoxy groups;

benzyl or phenylethyl groups which are unsubstituted or substituted by fluorine atoms, nitro groups, alkyl groups having 1 to 5 C atoms, alkoxy groups having 1 to 5 C atoms or phenoxy groups;

alkoxy groups having 1 to 5 C atoms, phenoxy groups which are unsubstituted or substituted by fluorine atoms, nitro groups, alkyl groups having 1 to 5 C atoms, alkoxy groups having 1 to 5 C atoms or phenoxy groups;

or, together with the nitrogen atom, a five or six-member non-aromatic ring which can be broken by an oxygen or sulphur atom;

Y represents a methylene group, an oxygen or sulphur atom, n and m represent independently of one another the numbers 1 to 3, whereby n plus m represent the numbers 3 or 4.

2. The process as claimed in claim 1, wherein R₁ and R₂ representing independently of one another straight-chain unsubstituted alkyl groups or represent together with the nitrogen atom an unsubstituted 5 or 6-member non-aromatic ring which can be broken by an oxygen atom.

3. The process as claimed in claim 1, comprising Y representing a methylene group or an oxygen atom;

n and m representing independently of one another the numbers 1 or 2, and n plus m representing the numbers 3 or 4.

4. The process as claimed in claim 1, comprising R₁ und R₂ representing alkyl groups with 1 to 6 C atoms or, together with the nitrogen atom, a 5 or 6-member non-aromatic ring which can be broken by an oxygen atom.