US 7,553,910 B2
Preparation of derivatized dithiols
Hartmuth Buding, Titz (Germany); Hermann-Josef Weidenhaupt, Pulheim (Germany); Winfried Jeske, Burscheid (Germany); and Thomas Kleiner, Odenthal (Germany)
Assigned to LANXESS Deutschland GmbH, Leverkusen (Germany)
Filed on May 24, 2005, as Appl. No. 11/136,013.
Claims priority of application No. 10 2004 025 730 (DE), filed on May 26, 2004.
Prior Publication US 2005/0272933 A1, Dec. 08, 2005
Int. Cl. C08C 19/20 (2006.01); C08C 19/22 (2006.01)
U.S. Cl. 525—329.3  [525/331.8; 525/332.6] 5 Claims
 
1. Process for preparing a compound of the formula (I)
R1R2N—(C═S)—S—S—(CH2)n—S—S—(C═S)—NR1R2  (I),
wherein the R1 and R2 radicals are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, aralkyl, phenyl, substituted phenyl, alkylaryl, and a heterocyclic ring having 4 to 8 carbon atoms including at least one nitrogen atom, and where n is an integer from 2 to 8,
comprising the step of reacting a compound of the formula (II)
[R1R2N—(C═S)—S]zMe1  (II)
wherein R1 and R2 radicals are each as defined in the formula (I) and z=1 when Me1 is an alkali metal or ammonium ion and z=2 when Me1 is an alkaline earth metal ion,
with the a compound of the formula (III)
Me2O3SS—(CH2)n—SSO3Me3  (III)
wherein Me2 and Me3 are the same or different and are each monovalent metal ions or ammonium ions and n is as defined in the formula (I),
wherein said step of reacting is performed in the presence of water, a carbonyl containing compound and an organic solvent, in a pH range of 7 to 14 at a reaction temperature of 0° to 90° C., until the compound of the formula (I) reaches a percent yield of at least 80% based on the salts of the formula (III),
further wherein the amount of the compound of the formula (II) is 180 to 250 mol % based on the moles of the compound of the formula (III) used, the amount of the carbonyl containing compound is 5 to 600 mol % based on the moles of the compound of the formula (III) used, and the amount of the organic solvent is 2 to 100,000 parts by weight based on 100 parts by weight of the theoretical yield of the compound of the formula (I).