Substituted benzenedithiol metal complex
AssigneeSumitomo Seika Chemicals Co., Ltd.
InventorsKazuyoshi Hirako, Satoshi Kimura, Michio Suzuki
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Abstract
A novel substituted benzenedithiol metal complex represented by the general formula (1) is provided. The substituted benzenedithiol metal complex is useful as a singlet oxygen quencher and as an optical data recording medium per se. ##STR1## wherein M is a transition metal; A.sup.+ is a quaternary ammonium group; and R is an organic group selected from the group consisting of organic groups represented by the formulae (i), (ii), (iii) and (iv): ##STR2## (wherein R.sup.1 is an alkyl group having 1 to 4 carbon atoms), ##STR3## (wherein n is 3, 4 or 5), ##STR4## (wherein R.sup.2 is one of a hydrogen atom and a substitutent having 1 to 4 carbon atoms).
Claims16
A substituted benzenedithiol metal complex represented by the general formula (1):
- ##STR33## wherein M is a transition metal;
- A.sup.+ is a quaternary ammonium group;
- and R is an organic group selected from the group consisting of organic groups represented by the formulae (i), (ii), (iii) and (iv):
- ##STR34## (wherein R is an alkyl group having 1 to 4 carbon atoms), ##STR35## (wherein n is 3, 4 or 5), ##STR36## (wherein R.sup.2 is one of a hydrogen atom and a substituent having 1 to 4 carbon atoms).
A process for preparing a substituted benzenedithiol metal complex represented by the general formula (1):
- ##STR41## wherein R is the same as in the general formula (2);
- M is a transition metal;
- and A.sup.+ is a quaternary ammonium group, the process comprising the steps of:
- reacting 3,4-dibromobenzenesulfonyl chloride with a compound selected from the group consisting of compounds represented by the general formulae (a), (b), (c) and (d) to synthesize a 4-substituted sulfonyl-1,2-dibromobenzene represented by the general formula (2):
- ##STR42## (wherein R.sup.1 is an alkyl group having 1 to 4 carbon atoms), ##STR43## (wherein n is 3, 4 or 5), ##STR44## (wherein R.sup.2 is one of a hydrogen atom and a substitutent having 1 to 4 carbon atoms), ##STR45## wherein R is an organic group selected from the group consisting of organic groups represented by the formulae (i), (ii), (iii) and (iv):
- ##STR46## (wherein R.sup.1 is an alkyl group having 1 to 4 carbon atoms), ##STR47## (wherein n is 3, 4 or 5), ##STR48## (wherein R.sup.2 is one of a hydrogen atom and a substituent having 1 to 4 carbon atoms);
- converting the 4-substituted sulfonyl-1,2-dibromobenzene into a 4-substituted sulfonyl-1,2-benzenedithiol represented by the general formula (3):
- ##STR49## wherein R is the same as in the general formula (2);
- and reacting the 4-substituted sulfonyl-1,2-benzenedithiol with a salt of the transition metal and a salt of the quaternary ammonium.
A process for preparing a substituted benzenedithiol metal complex represented by the general formula (1):
- ##STR50## wherein M is a transition metal;
- A.sup.+ is a quaternary ammonium group;
- and R is an aryl group represented by the formula (iv):
- ##STR51## (wherein R.sup.2 is one of a hydrogen atom and a substitutent having 1 to 4 carbon atoms), the process comprising the steps of:
- preparing a solution by dissolving 3,4-dibromobenzenesulfonyl chloride in a compound represented by the formula (d):
- ##STR52## wherein R.sup.2 is one of a hydrogen atom and a substituent having 1 to 4 carbon atoms;
- adding aluminum chloride to the solution and reacting 3,4-dibromobenzenesulfonyl chloride with the compound represented by the general formula (d) to synthesize 4-arylsulfonyl-1,2-dibromobenzene;
- converting the 4-arylsulfonyl-1,2-dibromobenzene into 4-arylsulfonyl-1,2-benzenedithiol;
- and
- reacting the 4-arylsulfonyl-1,2-benzenedithiol with a salt of the transition metal and a salt of the quaternary ammonium.
A process for preparing a substituted benzenedithiol metal complex represented by the general formula (1):
- ##STR53## wherein R is the same as in the general formula (3);
- M is a transition metal;
- and A.sup.+ is a quaternary ammonium group, the process comprising the step of reacting a substituted benzenedithiol compound represented by the general formula (3) with a salt of the transition metal and a salt of the quaternary ammonium:
- ##STR54## wherein R is an organic group selected from the group consisting of organic groups represented by the formulae (i), (ii), (iii) and (iv):
- ##STR55## (wherein R.sup.1 is an alkyl group having 1 to 4 carbon atoms), ##STR56## (wherein n is 3, 4 or 5), ##STR57## (wherein R.sup.2 is one of a hydrogen atom and a substitutent having 1 to 4 carbon atoms).
A composition comprising a substituted benzenedithiol metal complex represented by the general formula (1) as a singlet oxygen quencher:
- ##STR58## wherein M is a transition metal;
- A.sup.+ is a quaternary ammonium group;
- and R is an organic group selected from the group consisting of organic groups represented by the formulae (i), (ii), (iii) and (iv):
- ##STR59## (wherein R.sup.1 is an alkyl group having 1 to 4 carbon atoms), ##STR60## (wherein n is 3, 4 or 5), ##STR61## (wherein R.sup.2 is one of a hydrogen atom and a substituent having 1 to 4 carbon atoms;
- and an indolenine cyanine dye.
An optical data recording medium comprising a substituted benzenedithiol metal complex represented by the general formula (1):
- ##STR62## wherein M is a transition metal;
- A.sup.+ is a quaternary ammonium group;
- and R is an organic group selected from the group consisting of organic groups represented by the formulae (i), (ii), (iii) and (iv):
- ##STR63## (wherein R.sup.1 is an alkyl group having 1 to 4 carbon atoms), ##STR64## (wherein n is 3, 4 or 5), ##STR65## (wherein R.sup.2 is one of a hydrogen atom and a substituent having 1 to 4 carbon atoms).
Dependencies are inferred from the claim text.