Carboxylic acid of cyclopentadiene derivative, salt thereof, or ester thereof and process for producing these compositions

A composition represented by the formula, ##STR7## wherein R is hydrogen or an alkyl group having 1 to 3 carbon atoms, said four R groups being the same or different;

• R.sup.1 is hydrogen, a mono- to tetra-hydric aliphatic alcohol moiety having 1 to 12 carbon atoms, an alkali or alkaline earth metal, an ammonium group, or an organic amine residue;
• and n is an integer of 1 to 4.

A process for producing a composition represented by the formula, ##STR8## wherein R is hydrogen or an alkyl group having 1 to 3 carbon atoms, said four R groups being the same or different;

• R.sup.1 is hydrogen, a mono- to tetra-hydric aliphatic alcohol moiety having 1 to 12 carbon atoms, an alkali or alkaline earth metal, ammonium group, or an organic amine residue;
• n is an integer of 1 to 4;
• and R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, which may be the same or different, are independently hydrogen or alkyl groups having 1 to 6 carbon atoms or R.sup.2 and R.sup.3 may form a ring when taken together, which comprises reacting a carboxylic ester of a dimer of at least one member selected from the group consisting of cyclopentadiene and mono- to di-alkyl (C.sub.1-3) cyclopentadienes with at least one member selected from the group consisting of benzene and benzene derivatives represented by the formula, ##STR9## wherein R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the same meanings as defined above, in the presence of a Friedel-Crafts catalyst and, if necessary, hydrolyzing the resulting ester.

A synthetic emulsifier comprising as the essential active component a composition represented by the formula, ##STR14## wherein R is hydrogen or an alkyl group having 1 to 3 carbon atoms, said four R groups being the same or different;

• R.sup.1 is an alkali metal, ammonium group, or an organic amine residue;
• and R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 which may be the same or different, are independently hydrogen or alkyl groups having 1 to 6 carbon atoms, or R.sup.2 and R.sup.3 may form a ring when taken together.

A sizing agent comprising as the essential active component a composition represented by the formula, ##STR15## wherein R is hydrogen or an alkyl group having 1 to 3 carbon atoms, said four R groups being the same or different;

• R.sup.1 is an alkali metal or an ammonium group;
• and R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, which may be the same or different, are independently hydrogen or alkyl groups having 1 to 6 carbon atoms, or R.sup.2 and R.sup.3 may form a ring when taken together.

An adhesive, tackifier, printing ink vehicle, or surface coating vehicle which comprises a composition represented by the formula, ##STR16## wherein R is hydrogen or an alkyl group having 1 to 3 carbon atoms, said four R groups being the same or different;

• R.sup.1 is hydrogen, an alkali or alkaline earth metal, an ammonium group, a mono- to tetra-hydric aliphatic alcohol moiety having 1 to 12 carbon atoms, or an organic amine residue;
• n is an integer of 1 to 4;
• R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, which may be the same or different, are independently hydrogen or alkyl groups having 1 to 6 carbon atoms, or R.sup.2 and R.sup.3 may form a ring when taken together.