SU1368310A1 - Method oq obtaining 2-acetooxymethylbicyclo/2.2.1/hept-5-en - Google Patents

Abstract

The invention relates to derivatives of cycloaliphatic acids, in particular the preparation of 2-acetoxymethylbicyclo 2.2.1 hept-5-ene, a modifier or stabilizer of polymers. In order to increase the yield during the reaction of cyclopentadiene (I) and the unsaturated compound (II), allyl acetate is used as the latter and the process is carried out at 220-250 0 in the presence of cyclopentadiene adduct and 2-acetoxymethyl-bicyclo 2.2.1-hepat-5-ene (III) at a molar ratio of 1: 11: 111 1: (1.2-3) :( 0.04-0.3). After synthesis, the adduct can be introduced by rectification and returned to the process. The method provides a conversion of 1 to 95% and yield up to 90.5% with a process time of 1-2 hours. 1 table. I (L

Description

with

05 00 GS

The invention relates to an improved process for the preparation of 2-acetoxymethylbicyclo 2,2,1J Hept-5-ene, which can be used as a modifier or stabilizer for polymeric materials.

The aim of the invention is to increase the yield of the target product,

The interaction of cyclopentadiene (1 × D) with allyl acetate is carried out in the presence of special additives, secondary adducta, tetracyclo (6.2, 1.1 O) dodece-9-en-4-yl-acetoxymethane, Specially synthesized for these purposes, the adduct is added to the original raw materials, t, e, mixtures of CPD and allyl acetate, before the start of the reaction. The concentration of the adduct in the feedstock is 5-20 wt.%, While the molar ratio of the JPD, allyl acetate and adduct is 1: (1.20-3.0):: (0.04-0.3), The synthesis reaction of the target product from CPD and allyl acetate in the presence of additives of the adduct is carried out at 220-250 ° C. Below 220 ° C, there is no effect of the adduct on the synthesis of the CPE, above 250 ° C, the resinification of the original CPD is observed. The adduct after synthesis can be distilled reaction mass and returned to recycling.

The reaction is carried out both in batch and in continuous mode, for example, in a coil-type reactor,

Example 1 Into an autoclave with a volume of 0.25 l, 35 g of CSDG (final, 99 us, 0.525 g-mol in terms of CPD) and 63.6 g of allyl acetate (99% by weight, 0.63 g mole) are loaded. The molar ratio of AH and allyl acetate is 1: 1.2. At the same time, 5 g of the adduct is loaded into the autoclave (97.5 wt.%, 0.02 f g mol, t, kip, 132-135 with 5 mm Hg, st ,, 1.5101, t, eo, St.-30-31 ° C), allocated by distillation from the reaction mass. The molar ratio of the JPD, allyl acetate and adduct is 1: 1.2: 0.04. The autoclave is heated at 220-225 C for 3.25 hours.

Q 5 0 5 o

0 5

five

102

Conversion of the initial DCPD according to GLC data is 91.2%. The yield of the target product, based on the reacted DCPD, is 72.8 theory,% (when performing synthesis from D1CHSC and allyl acetate in the same conditions, but without adding the adduct, the output is em 45.6%)

After heating in an autoclave, the reaction mass was subjected to rectification on a periodic column with an efficiency of 30 tons, t, 63.5 g of the desired product was isolated with t, bale, 87-88 / 10 mm Hg, C, and 99% purity. The structure of the obtained compound was proved IR and PMR spectra, Physical and chemical characteristics of the synthesized sample are as follows: d4 1.0302 g / cm, Pv ° 1.4701, t. zast, below (-70 ° C),

Examples 2-9, the process is carried out analogously to example 1, the parameters and results of the process are shown in table,;

Claims (1)

Invention Formula The method of obtaining 2-acetoxymethyl-bicyclo 2.2, l3 hept-5-ene by reacting cyclopentadiene with an unsaturated compound when heated, so that, in order to increase the yield of the target product, as allyl acetate is used in the unsaturated compound and the process is carried out at 220-250. C in the presence of an adduct of cyclopentadiene and 2-acetoxymethyl-bicyclo 2, 2, hept-5-ene, of formula SN, OOSN. at a molar ratio of cyclopentadiene, allyl acetate and adduct equal to 1: (1.2-3.0): (0.04-0.3),