SU1240760A1 - Alternating copolymers of vinylcetate with olefin-1 and acrylnitrile as antistatic and pour-point depressant additives - Google Patents

Abstract

Alternate copolymers of vinyl acetate with olefin-1 and acrylonitrile of the general formula “CHj-rrt-1-jlCHj-tScioKHjiL rtt titl where R is hydrogen, methyl, isobutyl or cyclohexyl, X 2-8, У 4-23; Z 7-37, with a molecular weight of 1100-4500 as antistatic and depressant additives. with | CHE 4 O)

Description

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This invention relates to the chemistry of high molecular weight compounds, in particular, alternating copolymers of vinyl acetate with olefin-1 and acrylonitrile, and can be used in the chemical industry, and the copolymers as ashless antistatic and depressant additives for liquid fuels, oils and hydrocarbon solvents.

Example 1. In the evacuated

A heated, argon-heated glass reactor with a magnetic stirrer is loaded in the absence of moisture. and air, 0.73 g of acrylonitrile, 1.8 g of ethyl aluminum dichloride in the form of a 90% solution in gasoline, 5.1 ml of methylene chloride, 0.57 g of viniladetate, 0.74 g of vinyl diclohexane and 0.35 g of peroxide benzoyl. The reaction mixture is degassed under vacuum. Increase the temperature to 25 ° C and carry out the copolymerization with stirring and pressure for 3 hours. To stop the decomposition reaction of the complex-forming agent, the mixture is added to the reaction solution on a 50 t4n basis of isopropanol acidified. NSY and 150 ml of water. The resulting suspension is left for 12 hours while the precipitate is filtered off, dried in vacuum at 40 ° C and obtained 0.6 g of a copolymer whose composition is calculated according to elemental analysis for C, H, N and O (difference) corresponds to 20, 30 and 50 mole,% of viniladetate, vinyl teclohexane and acrylonitrile, which corresponds to the values of the X, Y and Z coefficients in the general formula of the copolymer, respectively 4, 6, 10. The average molecular weight of copolymer M, according to gel permeation chromatography 1500. 1

Example 2. A copolymerization, as in yrimer 1, was carried out using 0.2 g of azo diisobutyronitrile instead of benzoyl peroxide. 0.63 g of a copolymer containing 7.41 and 52 mol% of vinyl acetate, vinylcyclohexane and acrylonitrile are obtained: a (,,). .

PRI me R 3. Analogously to Example 1, 1.19 g of acrylonitrile, 2.9 g of ethyl aluminum dichloride, 0.95 g of vinyl acetate, 1.23 g of vinylcyclohexane and 2 ml of methylene chloride are charged to the reactor. The copolymerization is carried out in vacuum () at 25 ° C, irradiated

 the reaction mixture with the UV light of the PRK-4 lamp, located at a distance of 20 cm from the reactor. The reaction time is 3 hours. 0.8 g of a copolymer containing 15, 33 and 52 mol.% Of vinyl acetate, vinylcyclohexane and acrylonitrile units (,) is obtained.

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Example 4. Analogously to Example 3, at 20 ° C, a mixture based on 0.6 g of acrylonitrile, 1.14 g of ethyl aluminum dichloride, 1.9 g of vinyl acetate, 1.2 g of vinylcyclohexane and 9.3 ml of methylene chloride is copolymerized. Get 0.12 g of a copolymer containing 30, 20 and 50 mol,% of the Links of vinyl acetate, vinylcyclohexane and Acrylonitrile (,,), M, 1500.

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Example 5. Analogously to Example 3 was carried out at 30 ° C. Copolymerization. mixtures based on 1.19 g of acrylonitrile, 1.8 g of ethyl aluminum dichloride, 0.97, g of vinyl acetate J, 0.94 g of 4-methyl-25 pentene 1 and 8.4 ml of toluene. 0.33 g of copolymer c, containing 13, 29 and 58 mol.% Of vinclacetate, 4-methylpentene 1 and acrylonitrile (, U - 18,) are obtained.

Example 6. In a 50 ml autoclave equipped with an electromagnetic stirrer and a jacket kept in vacuum for 1 hour and purged with propylene, a solution of a complex of 4.32 g of acrylonitrile with 5.4 g of ethyl aluminium dichloride in 3 ml of methylene chloride and a solution of 0.1 g of benzoyl peroxide in 4.89 g of vinyl acetate. Propylene was introduced into the autoclave at a pressure of 0.9 MPa. The copolymerization was carried out for 3 hours at 25 ° C and a constant propylene pressure of 0.9 MPa. Blow off the propylene. The reaction mixture is treated similarly to Example 1 and 4.6 g of copolymer C containing 7, 43 and 50 mol,% of vinyl acetate, prothin and acrylonitrnl units (,, Z-14) are obtained.

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Example 7. In analogy to Example 1, the cut-off: a) EE; a mixture based on 1.2 g of acrylonitrile, 2.9 g of ethyl aluminum dichloride, 0.9 g of vinyl acetate and 6 ml of benzene, ayut in vacuum. The pressure of ethylene in the reactor is brought to 0.1 MPa and, analogously to Example 3, co-polymerization is carried out at a constant pressure of 0.1 MPa and 25 C.

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a copolymer containing 19, 28 and 53 mol,% of units of vinyl acetate, ethylene and acridonitrile (,, Z 16),.,.

Example 8. Analogously to Example 3, the mixture was copolymerized on the basis of 1.19 g of acrylonitrile, 2.7 g of diethyl aluminum chloride, 0.93 g of vinyl acetate, 1.23 g of vinyl cyclohexane, and 8.2 ml of chloride - Tilena. Get 0.13 g of a copolymer containing 12, 37 and 51 mol.% Links

Copolymer dodecene-1 with acrylonitrile.

Editor I. Segl Nick

Compiled by V. Filimonov

Tekhred L. Oliynik Proof-reader I. Erdeyi

Order 3454/20 Circulation 470 -. Subscription VNIIPI USSR State Committee

for inventions and discoveries 113035, Moscow, Zh-35, Raushsk nab., 4/5

Production and printing company, Uzhgorod, st. Project, 4

E Binilacetate, vinylcyclohexane and acrylonitrile (,,), M 1300.

The antistatic and depressor properties of alternating copolymers of vinyl acetate as additives are listed in the table.

As follows from the table, the proposed copolymers are significantly superior to those known for their antistatic properties, and also possess depressor properties.

Claims (2)

Alternating copolymers of vinyl acetate with olefin-1 and acrylonitrile of the general formula where K is hydrogen, .methyl, isobutyl or cyclohexyl, ' X = 2-8; = 4-23 ', Ζ = 7-37, with a molecular weight of 1100-4500 as antistatic and depressant additives, G240760 2 ^one