Preparation of an Ethylene-Butylene Elastomer in a Liquid Butylene Medium
N. M. SEIDOV, Academician of the Academy of Sciences of the Azerbaijan SSR, M. A. DALIN, S. M. KYAZIMOV
Submitted 1965-01-01 | SovietRxiv: ru-196501.04117 | Translated from Russian

Abstract Generated abstract

This study examines the preparation of ethylene butylene elastomers by copolymerizing ethylene with butene-1 directly in a liquid butylene medium, without a separate inert solvent, using a VCl4 and diisobutylaluminum chloride catalytic system. Experiments in a 2 liter autoclave varied ethylene concentration, pressure, and temperature, and the resulting copolymers were characterized by intrinsic viscosity, IR spectroscopy, X-ray diffraction, solubility, and vulcanizate testing. Increasing ethylene content in the liquid phase raised reaction rate and copolymer yield, while higher temperature reduced yield and molecular weight. Greater butylene incorporation decreased crystallinity and improved processability, and a copolymer containing 33.5 mol.% butylene gave vulcanizates with comparatively high tensile strength, elasticity, and low residual elongation.

Full Text

Chemistry

N. M. SEIDOV, Academician of the Academy of Sciences of the Azerbaijan SSR, M. A. DALIN, S. M. KYAZIMOV

PREPARATION OF AN ETHYLENE–BUTYLENE ELASTOMER IN A LIQUID BUTYLENE MEDIUM

In recent years, copolymers of ethylene with α-olefins, possessing the properties of plastics and elastomers, have acquired great importance. The literature contains extensive material on the synthesis of ethylene–propylene elastomer (SKEP) in the presence of organometallic catalysts, in various solvents, including a liquid propylene medium.

Fig. 1

Fig. 1

Together with this, research in the field of copolymerization of ethylene with butene-1 is of great interest. This reaction has been studied mainly for modifying the properties of polyethylene (¹–³). As for the preparation of ethylene–butylene synthetic rubber (SKEB), works on this question have been published in the literature, chiefly on copolymerization in various inert solvents (⁴–⁷).

It is known that ethylene in polymerization reactions on organometallic catalysts has a higher reactivity than butene-1. This makes it possible to carry out the copolymerization of ethylene in a liquid butylene medium without the use of special solvents. Such a method for conducting copolymerization has been described in the literature only recently (⁸, ⁹).

In the present article, the first results are presented of a study of the copolymerization reaction of ethylene with butene-1 for the purpose of obtaining elastomers.

Ethylene of a high degree of purity was used as the feedstock. Butene-1 was obtained by dehydration of n-butyl alcohol over an aluminum oxide catalyst poisoned with 0.25 KOH, and had a concentration of 97–98%. Copolymerization was studied in the presence of the catalytic system \([ \mathrm{VCl}_4 + (\text{iso-}\mathrm{C}_4\mathrm{H}_9)_2\mathrm{AlCl}]\).

Table 1

No. Experimental temperature, °C Pressure, atm C₂H₄ content in liquid phase \([\eta]\) Copolymer yield, g/g VCl₄ Reaction rate, g/g VCl₄ per hour
1 30 6 5 1.3 280 600
2 30 6.5 7.5 1.7 385 640
3 30 8 10 2.4 420 1000
4 30 11 15 3.2 640 2500
5 30 17 25 3.4 1200 3000
6 +0 4 10 2.9 800 2400
7 +60 10.5 10 1.9 150 300

The catalyst \((\mathrm{VCl}_4)\) and cocatalyst \((\text{iso-}\mathrm{C}_4\mathrm{H}_9)_2\mathrm{AlCl}\) were used in the form of a 5–7% solution in purified benzine. Copolymerization was carried out in an apparatus with an autoclave capacity of 2 l. One of the principal factors influ-

To the article by N. M. Seidov, M. A. Dalin, and S. M. Kyazimov

Fig. 2

Fig. 3

…affecting the copolymerization process is the composition of the liquid phase. By changing the composition of the liquid phase, a copolymer with different butylene content in the copolymer chain can be obtained.

The results of the experiments show that, as the ethylene content in the liquid phase increases, the reaction rate and the yield of copolymers increase (Table 1). As can be seen from the data in this table, with increasing temperature the yield and molecular weight of the copolymer decrease.

By determining the ethylene and butylene content in the copolymer chain from the IR spectrum, it was possible to establish the dependence of the copolymer composition on the ratio of ethylene to butylene in the liquid phase (Fig. 1).

With increasing butylene content in the copolymer, the crystallinity of the copolymer decreases.

Figures 2 and 3 show X-ray diffraction patterns of two samples of ethylene–butylene copolymer containing 10 and 33.5% butylene in the copolymer chain. The first sample (Fig. 2) contains 36% crystalline phase, while the second is amorphous. The latter dissolves completely in boiling n-heptane.

On the basis of the copolymers obtained, rubber compounds were prepared and vulcanized with dicumyl peroxide. It was observed that, with increasing butylene content in the copolymers, their processability improves; moreover, they mill well and mix with ingredients. Vulcanization was carried out at 160° for 60 min. The data obtained are shown in Table 2. IR spectra of the ethylene–butylene copolymer are shown in Fig. 4.

Fig. 4

Table 2

Properties Butylene content in the copolymer chain, mol. % Butylene content in the copolymer chain, mol. % Butylene content in the copolymer chain, mol. %
33.5 18 14
Tensile strength, kg/cm² 220 165 135
Relative elongation, % 530 650 600
Residual elongation, % 12 130 140
Rebound elasticity, % 51 42 40
TIR hardness 62 78 58

As can be seen from the data in Table 2, the vulcanizate of the copolymer containing 33.5 mol.% butylene in the copolymer chain possesses high physicomechanical properties.

Received
15 I 1965

REFERENCES

  1. M. A. Dalin, A. A. Bakhshi-zade et al., Dokl. AN AzerbSSR, 18, No. 6 (1962).
  2. M. A. Dalin, A. A. Bakhshi-zade et al., DAN, 133, No. 5 (1960).
  3. I. E. Pritchard, R. M. Meclamery, P. I. Backe, Brit. Plastics, No. 2, 58 (1960).
  4. G. Natta, G. Mazzanti, Chim. e industria, 41, No. 8 (1959).
  5. G. B. Stampa, Stanek Marki, U.S. Pat. 2,953,552, 1960.
  6. G. Natta, G. Mazzanti, France Pat. 1,311,274, 1962.
  7. G. Natta, G. Mazzanti, France Pat. 1,304,407, 1962.
  8. British Patent No. 898,261, 1962.
  9. E. Giacchetti, F. Scalari, Hung. Pat. 149,767, 1962.

Submission history

Preparation of an Ethylene-Butylene Elastomer in a Liquid Butylene Medium