DE957786C - Plasticizers - Google Patents

Description

Issued on the basis of the First Transitional Act of July 8, 1949

(WiGBl. P. 175)

FEDERAL REPUBLIC OF GERMANY

ISSUED FEBRUARY 7, 1957

GERMAN PATENT OFFICE

PATENT LETTERING

CLASS 39b GROUP 2206 INTERNAT. CLASS C 08 b; f

N J775 IVb j 3gb

Dr Wilhelm Seidenfaden, Offenbach / M.,

and Dr. Walter Broker, Betziesdorf near Marburg / Lahn

have been named as inventors

Farbwerke Hoechst Aktiengesellschaft formerly Master Lucius & Brüning, Frankfurt / M.

Plasticizers

Patented in the territory of the Federal Republic of Germany on September 6, 1942 The period from May 8, 1945 up to and including May 7, 1960 is not counted towards the term of the patent

(Ges. Of July 15, 1951)

Patent application published on June 11, 1953 Patent granted on January 17, 1957

Subject of patent application N 1783 IVb / 39b is the use of esters from aliphatic dicarboxylic acids and chlorobutanol-1,4 as plasticizers for thermoplastic high polymers.

It has now been found that the same effect can be achieved if esters of aliphatic

Dicarboxylic acids in which the alkylene radical is replaced at least once by an oxygen or sulfur atom is interrupted, and chlorobutanol-i, 4 is used.

The following compounds, for example, come into consideration as acid components for such esters:

.CH ₉ -COOH

XH, - COOH

x:

egg

-CH

XH ₂ -COOH

X-CH ₉ -COOH

> - C-

XH ₂ -CH ₂ -COOH

CH ₂ -CH ₂ -COOH
X-CH ₂ -COOH

C ₂ H ₅

X_CH, - COOH

, X-CH ₉ -COOH

CH,

X-CH ₂ -COOH X-CH ₂ -COOH

HC-X-CH ₂ -COOH X -CH, -COOH

where X is oxygen or sulfur.

Claims (1)

These esters give polyvinyl chloride compositions both a very high resistance to low temperatures and a good one Resistance to hot storage. The plasticizers mentioned are also characterized by good properties Compatibility with a wide variety of high polymers, e.g. B. with polyacrylonitrile, polyacrylic acid esters and copolymers of the same both with one another and with polyvinyl chloride, as well as with Cellulose ethers and esters. ίο The production of the esters can be carried out according to the Patent application N 1783 IVb / 39b described method take place. A suitable mixture for processing is obtained for example by kneading 60 parts of polyvinyl chloride with 40 parts of plasticizer at 70 ⁰ and further i2stündigem Vorgelatmieren at this temperature. After homogenizing on a mixing roll at 125 to 135 ^0, the mass thus obtained at I6O ° can rolled into sheets or pressed into shaped pieces. In this case, but using the 1,4-Chlorbutanolesters of di-n-propyl ether-y, y'-dicarboxylic acid from K. 252-255 ° / io mm polyvinyl chloride compositions having a low-temperature resistance down to -40 ⁰ which at ntägiger hot storage at + 90 ° show an evaporation loss of only 5.5% while maintaining the light color and suppleness. When the ester of methylene-bis-thioglycolic acid (a non-distillable yellowish liquid) is incorporated, the resistance to low temperatures is at the same level, the evaporation loss in this case is only 2%. The 1,4-chlorobutanol-i, 4-esters of diglycolic acid, colorless liquid from K. 235 to 238/11 mm, thiodiglycolic acid, slightly colored liquid, K. 230 to 235 712 mm, di-n-propyl sulfide behave similarly. γ, y'-dicarboxylic acid, pale yellowish oil that cannot be distilled. Ρλ THXTANSPRUC II: Use of the esters of aliphatic dicarboxylic acids in which the alkylene radical is at least is interrupted once by an oxygen or sulfur atom, with chlorobutanol-i, 4 as a plasticizer for thermoplastic high molecular compounds, preferably polyvinyl chloride. © 609 781 1. S7