CS232392B1 - Compound of isothiocyanate and polymere with hydrohyl groups and its processing method - Google Patents

Abstract

The invention relates to isothiocyanate adducts hydroxyl-containing polymers wherein r and s are 2 to 15, n is 2 to 100, R is a mer of vinyl alcohol or glycol methacrylate or methyl cellulose, ¥ is the alkylisothiocyanate residue. These adducts are reacted alkylisothiocyanate with polymers containing hydroxyl groups at 333 ° C up to 450 K. They are effective disinfectants.

Description

The invention relates to adducts of elefinisothiocyanates with hydroxyl-containing polymers.

Isothiocyanates with an olefinic residue, especially allyl isothiocyanates, are very effective disinfectants. Because of their high efficiency, they can be dosed at very low concentrations, which are difficult to dos in large volumes, such as silage. The technical problem is to find a form of isothiocyanates that allows accurate dosing of any isothiocyanate concentrations, protects the active ingredient from premature decomposition, and maintains a sustained effective isothiocyanate concentration through sustained release when applied. We have found that isothiocyanates with hydroxyl group-containing polymers are suitable forms. Water-soluble polymers are particularly preferred for this purpose.

The present invention provides isothiocyanate adducts with hydroxyl group-containing polymers of the general formula _{R (R} , R, _R , R) _n .

Where r and s is 2 to 15, n is 2 to 100, R is mer vinyl alcohol or methacrylate glycol or alkyl cellulose, Y is an alkylisothiocyanate residue. The present invention further provides a process for the preparation of isocyanate adducts with hydroxyl-containing polymers of the general formula, wherein the isothiocyanate acts on the hydroxyl-containing polymer at a temperature of 333 to 450 kf in the presence of tertiary amines. At elevated temperature in the presence of tertiary amines, there is a reaction between the hydroxyl group-containing polymers and the isothiocyanates, the result of which is a relatively strong anchorage of the isothiocyanates on the polymer matrix. In a simple manner, more than 25% by weight of isothiocyanates can be reliably bound to the polymer. This isothiocyanate is in aqueous

232 392 gradually releases the solution, so that the aqueous adduct solution or suspension retains disinfectant activity over a long period of time. Adducts can also be used as precursors to prepare more complex copolymers. The following examples illustrate the invention. % in the examples are by weight.

- 3 Example 1 ^ύ

Weigh 3,0997 g methylcellulose (Metholose 65 5H, Viscosity grade 50, manufactured by Shin-Etsu Chemical Co., Ltd), 3 g allyl isothiocyanate AITK, product VHO Chemopetrol, kpSpolana Neratovice and 0,2 g tris butyl amine . Tempered to 393 K for 4 hours. The product was extracted with heptane to yield 3.5037 g. 13.0% bound AITK. The copolymer is free of unpleasant odor, dissolves in water.It can be used as an effective ingredient of preparations to prevent the negative effects of microorganisms in the storage of feed in agriculture. Example 2

Proceeding as in Example 1, annealing for 16 hours, yield of 27.7% bound AITK. The properties of the adduct are qualitatively the same as those of the product of Example 1, but are not completely soluble in water. Example 3

As described in Example 1, the amylisothiocyanate AMITK was used, yield 12.4% bound AMITK. The copolymer is a suitable precursor for the preparation of more complex copolymers with a prescribed ratio of hydrophobic and hydrophilic components.

Example 4

Proceeding as in Example 1, polyvinyl alcohol was used instead of methylcellulose. Yield 16.5% of bound AITK. The product has similar properties to copolymer with methylcellulose.

Example 5

Proceeding as in Example 1, using hydroxymethyl acrylate as the carrier. Yield 14.6% bound AITK. The product has similar properties to a methylcellulose copolymer.

Example 6

Proceeding as in Example 1, instead of methylcellulose, polyvinyl alcohol with a low acetate content (vinyl alcohol-vinyl acetate copolymer) was used. Yield 11.2% bound AITK. The product properties are qualitatively identical to those of the adduct on the copolymer (polyvinyl alcohol).

Claims (2)

SUBJECT OF THE INVENTION 232 392 1. Adducts of isothiocyanates with hydroxyl group-containing polymers of the general formula - R (R _r - R - R _c - R) 's | ⁿ Y Y where r and s is 2 to 15, n to 2 to 100, R is mer vinyl alcohol or glycol methacrylate or alkyl cellulose, Y is an alkylisothiocyanate residue. 2. A process for the preparation of isothiocyanate adducts with hydroxyl group-containing polymers according to item 1 _; characterized in that the allyl isothiocyanate acts on the hydroxyl-containing polymer at a temperature of 333 to 450 K in the presence of tertiary amines.