SU943227A1

SU943227A1 - Derivatives of dehydroxyalkylaminoesters as foaming agents in acid media

Info

Publication number: SU943227A1
Application number: SU802997922A
Authority: SU
Inventors: Иван Тихонович Полковниченко; Владимир Алексеевич Лазарев
Original assignee: Предприятие П/Я А-1785
Priority date: 1980-10-24
Filing date: 1980-10-24
Publication date: 1982-07-15

Description

1one

Изобретение относитс к новым химическим соединени м, конкретно к производным диоксиалкиламиноэ(1)иров общей форьлулыThis invention relates to novel chemical compounds, specifically to dioxyalkylamino derivatives (1) of the common formula.

и-СНгСН ОК СНгСН ОНand-СНгСН ОК СНгСН HE

где R е 9 ЧЗлкил,where R e 9 ЧЗлкил,

которые вл ютс пенообразовател миwhich are blowing agents

в кислых средах.in acidic environments.

Известны алкиловые эфиры аминоспиртов , например моноэтаноламина, общей формулы МН2.,ОН,где R С - С, обладающие поверхностноактивными свойствами 1.The alkyl esters of amino alcohols are known, for example, monoethanolamine, of the general formula MH2., OH, where R C - C, possessing surface-active properties 1.

Известны также алкилимидазолины в качестве пенообразователей в кислых средах 2.Alkilimidazolines are also known as foaming agents in acidic media 2.

Однако алкилимидазолины вл ютс лабильными соединени ми и способны подвергатьс гидролизу.However, alkylimidazolines are labile compounds and are capable of undergoing hydrolysis.

Цель изобретени - расширение ассортимента поверхностно-активных веществ, которые могут найти применение в качестве пенообразователей в кислых средах, обладающие улучшенными свойствами.The purpose of the invention is to expand the range of surfactants that can be used as foaming agents in acidic media with improved properties.

Указанна цель достигаетс новыми производными диоксиалкиламиноэ( общей формулы (I), где R имеет указанное значение.This goal is achieved by new dioxyalkylamino derivatives (of general formula (I), where R has the indicated value.

10ten

Предлагаемые соединени получают 0-алкилированием триэтаноламина (ТЭА) н-алкил хлоридом в присутствии гидроокиси натри при 100-125 0. Процесс ,5 целесообразно проводить при небольшом избытке ТЭА (ТЭА: алкйлхлорид 1,1:1), что позвол ет увеличить выход целевых продуктов.The proposed compounds are obtained by 0-alkylation of triethanolamine (TEA) with n-alkyl chloride in the presence of sodium hydroxide at 100-125 0. The process, 5, is expediently carried out with a small excess of TEA (TEA: alkyl chloride 1.1: 1), which allows to increase the yield of the target products.

Claims

EXAMPLE 1 G (0.5 mol) TEA and 20 g (0.5 mol) of sodium hydroxide are placed in a reaction mixture. The reaction mixture is stirred for 1 hour at which time 53.8 g (Q, k mol) of hexyl chloride are added and stirred for 1 hour at. The monoester of TEA is purified from alkyl chloride by transferring to hydrochloric acid salt with hydrochloric acid. An aqueous solution of this salt is treated with ammonia. The target product is extracted with benzene, the benzene layer is washed with water until neutral, and it is distilled. The yield of triethanolamine monohexyl ester is 35.3 g (k2%). The resulting product is a colorless liquid with a bp. 153 1 mm Hg n 1.57, 4 °. Found,%: Amine number 150.6, C 61.12, 26.48, H 11.48, 11.60, N 5.85 5.90. Calculated,%: Amine number 15b, C 61.75, H 11.68, N 6.00. Example 2 Triethanolamine monoheptyl ester was prepared as in Example 1. From 7.6 g (0.5 mol) of MAL, 53.8 g (0.4 mol) of heptyl chloride and 20 g (0.5 mol) of sodium hydroxide 4ij are obtained, 5 g (5) of the desired product, which is a colorless liquid with mp. 160-161 C / / 1 mmHg, n2S 1.4596, dj ° 0.9323. Found: Amine number, 5. C 63.06, 62.92, H ll, 62, 11.78, N 5.5 (J, 5.58. Calculated,%: Amine number, C 63.10, H 11.83, N 5.66 Example 3. Triethylenolamine monooctyl ester is prepared similarly to Example 1. From 7.6 g (0.5 mol) of tea, 59.5 g (0 mol) octyl chloride and 20 g (0.5 mol) of sodium hydroxide are obtained 41.8 g (40) of the desired product, which is a colorless liquid, with a boiling point of 170-173 ° C / / 1 mm Hg, a value of 1.4620, dp 0.9321. Found: Amine number 13b, 1 , C 64.03, 64.10, H11.73, 11.79, N 5.32 5.40. Calculated, g: Amine number 139.6, C 64.30, H 11.97, N 5, 35. Example 4. Triethanolamine monononyl ether was prepared as in Example 1. From 74.6 g (0.5 mol) of tea, 65.1 g (0.4 mol) of nonyl chloride and 20 g (0.5 mol) of sodium hydroxide get 44.1 g (40) of the desired product, which is a colorless liquid, with a boiling point of 180-182 ° C / / 1 mmHg, n | f. 1.4640, d 0.9318 Found: Amine number 130.6, C 65.12, 65.20, H 11.96, 12.00, N 4 , 92.5.00. Calculated,%: Amine number 132.5, C 65.39, H 12.09, N 5.08. Example 5. Triethanolamine monodecyl ether (TEA-5) was prepared as in Example 1. From 74.6 g (0.5 mol) of tea, 70.6 g (0.4 mol) of decyl chloride and 20 g (0.5 mol) ONON get 49,4 g. (34) ether. Colorless liquid with so kip. 153-15VO, 03 mmHg, p 1.4660, d 0.9295. Found, I: Amine number 122.0, C 66.25, .66.15, H 12.01, 12.10, N 4.79,; 83. Calculated: Amine number 126.1, C 66.37, H 12.21, N 4.84. The proposed compounds of the formula are effective foaming agents in acidic environments, stable compounds to hydrolysis, due to the presence of a strong simple bond, the foaming capacity is determined by standard Ross Miles methods. The table shows the foam stability of 0.25% solutions of dioxyalkylaminoethers in 10 |; hydrochloric acid at. As can be seen from the table, the proposed compounds, despite the less abundant foam as compared to alkyl imidazolines, give a more stable foam. Claims of the Invention Derivatives of dioxyalkylaminoesters of the general formula iCHjOR CH SHOOM N-CHiCHoOH CH CH it where R is Sat - C -n-alkyl, 7 8 as frothers in media, Sources of information; taken into account in the examination of 1- US Patent No. 3397238. 2БО-584, published. 1968.

2. USSR author's certificate | R 486751, cl. A 61 O 1/00, 1972.