Polycationic polymer and polycationic microbicidal and algaecida

Details Polycationic polymer and polycationic microbicidal and algaecida Polycationic polymer and polycationic microbicidal and algaecida

1995-06-14

1997-04-01

Krass, Frederick

Drug, bio-affecting and body treating compositions

Solid synthetic organic polymer as designated organic active...

Polymer from ethylenic monomers only

424 7836, 514332, 514334, 504155, 422 6, 422 16, 427332, C08G 7300, A01N 3312, A01N 4340, A01N 5500

Patent

active

056163177

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

The present invention relates to a polycationic polymer having pyridinium groups in its main chain structure, and a microbicidal and algaecidal agent containing this polymer as an active ingredient and a microbicidal and algaecidal method using this polymer.


BACKGROUND ART

Heretofore, quaternary ammonium salts have been used for various applications as cationic surfactants. Some of them are known to have strong microbicidal activities. Among them, an alkyldimethylbenzyl ammonium chloride (benzalconium chloride) is utilized in a wide range of fields by virtue of its excellent microbicidal effects (the carbon chain length of the alkyl group is mainly from C.sub.12 to C.sub.14).
On the other hand, developments have been carried out for polymer compounds having microbicidal activities. In particular, an attempt has been made to produce a high molecular weight product by e.g. polymerization of a monomer having a substituent containing a quaternary nitrogen such as an ammonium salt or a pyridinium salt. Specific examples include an acrylic polymer having quaternary ammonium groups as ester residues (Japanese Unexamined Patent Publication No. 6394/1978), a polystyrene derivative having quaternary ammonium groups as substituents on benzene rings (Japanese Unexamined Patent Publication No. 246205/1986), a polyvinylpyridine derivative having pendant pyridinium groups (Japanese Unexamined Patent Publication No. 310803/1988) and a polymer having benzyl ammonium or benzyl pyridinium groups in its side chains (Japanese Unexamined Patent Publication No. 26610/1989).
However, the above-mentioned low molecular weight type quaternary ammonium salts are limited in their applications for reasons such that they have foaming properties in their aqueous solution systems, they are inferior in the thermal stability, or their absorptivity to various material components is remarkable, or the effective ingredients are likely to be discharged outside or tend to separate or sediment inside so that the microbicidal and algaecidal activities deteriorate. Further, conventional polymer-type microbicides containing quaternary nitrogen in their side chains have had a problem such that the activities deteriorate as compared with low molecular weight compounds or totally extinct, so that the microbicidal activities are not necessarily adequate.


DISCLOSURE OF THE INVENTION

The present inventors have made strenuous efforts in study to present a polycationic microbicidal and algaecidal agent which provides adequate activities when used as a microbicidal and algaecidal agent and is thermally stable without a foaming property and which is useful for a wide range, and a novel microbicidal and algaecidal method. As a result, they have found that a polycationic polymer having pyridinium groups in the main chain structure, which is obtainable by the reaction of a specific dipyridine compound and a dihalogen compound, has excellent microbicidal activities as well as algaecidal and microbicidal activities against algae and a wide range of other hazardous microorganisms. The present invention has been accomplished on the basis of this discovery.
Namely, the present invention provides a polycationic polymer comprising repeating units of the following formula (I): ##STR2## (wherein A is a single bond, an oxygen atom, a phenylene group, a dioxyethylene group or a tetramethyldisiloxane group, X.sub.1.sup.- and X.sub.2.sup.- may be the same or different and are counter anions in quaternary salts, p and q may be the same or different and are integers of from 1 to 6, and m is an integer of from 1 to 6, provided that A, X.sub.1.sup.-, X.sub.2.sup.-, p, q and m may be the same or optionally different for every repeating unit) and having a number average molecular weight of at least 1,000.
Further, the present invention provides a polycationic microbicidal and algaecidal agent containing, as an active ingredient, a polymer comprising repeating units of the following formula (I): ##STR3## (wherein A is a single bond, an oxygen atom, a phenylen

REFERENCES:
patent: 2261002 (1941-10-01), Ritter
patent: 2271378 (1942-01-01), Searle

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