SU136361A1 - The method of synthesis of dicarboxylic acids containing two carbamide residues in molecules - Google Patents

The method of synthesis of dicarboxylic acids containing two carbamide residues in molecules

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Publication number
SU136361A1
SU136361A1 SU662988A SU662988A SU136361A1 SU 136361 A1 SU136361 A1 SU 136361A1 SU 662988 A SU662988 A SU 662988A SU 662988 A SU662988 A SU 662988A SU 136361 A1 SU136361 A1 SU 136361A1
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SU
USSR - Soviet Union
Prior art keywords
dicarboxylic acids
molecules
synthesis
acids containing
carbamide
Prior art date
Application number
SU662988A
Other languages
Russian (ru)
Inventor
З.А. Шевченко
М.А. Соколовский
Л.А. Розенгарт
Original Assignee
З.А. Шевченко
М.А. Соколовский
Л.А. Розенгарт
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Application filed by З.А. Шевченко, М.А. Соколовский, Л.А. Розенгарт filed Critical З.А. Шевченко
Priority to SU662988A priority Critical patent/SU136361A1/en
Application granted granted Critical
Publication of SU136361A1 publication Critical patent/SU136361A1/en

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Description

Дл  получени  новых линейных полимеров с заданным комплексом свойств бо;1ыпое значение имеет таких бифункциональных мономеров, которые кроме функциональных групп, необходимых дл  осуществлени  процесса по.чиконденсации, содерй ат также те или «ные группировки атомов, способные модифицировать свойства полимеров. С этой -целью предлагаетс  способ получени  дикарбоновых кислот обшей формулы:In order to obtain new linear polymers with a given complex of bo properties; bifunctional monomers that, in addition to the functional groups necessary for carrying out the process of reading condensation, also contain some groups of atoms capable of modifying the properties of polymers, are of paramount importance. With this purpose, a method is proposed for the preparation of dicarboxylic acids of the general formula:

НООС-R-NH-CO NH-R-ХН-СО-NH-R-СООН, где R и R - жирные или ароматические радикалы. Сущность предлагаемого способа заключаетс  во взаимодействии натриевых солей аминокарбоновых кислот с диизоцианатом и последующем разложении вновь полученных солей уксусной кислотой до соответствующих свободных дикарбоновых кислот.HOOC-R-NH-CO NH-R-XH-CO-NH-R-COOH, where R and R are fatty or aromatic radicals. The essence of the proposed method consists in the interaction of sodium salts of aminocarboxylic acids with diisocyanate and the subsequent decomposition of the newly obtained salts with acetic acid to the corresponding free dicarboxylic acids.

Пример 1. Раствор ют 19,4 г (0,2 мол ) натриевой солч аминоуксусной кислоты в 40 мл воды, наг тевают нол ченный раствор до 80-90° и при непрерывном перемешипанин постепенно приливают к 1нему 16,8 г (0,1 мол ) гексаметилендиизоцпаната. Затем реакционную смесь нагревают до 100° и выдерживают при этой температуре в течение 1 часа. Выпавшую динатриевую соль 1,6-бис (N-карбокснметилкарбамид) -гексана отфильтровывают, промывают небольшим количеством веды и раствор ют в 10-20-кратнОм количестве гор чей ВОДЫ. КЛолученному раствору прибавл ют 12 г (0,2 мол ) уксусной кислоты н отфильтровывают выпадающш в осадок 1,6-бис-(1 -карбоксиметилкарба.мид)-гексйн. Промытый гор чей водой и высушенный в вакууме (при 50) продукт имеет т. пл. 183- Ь°. Выход составл ет 80% от теоретического.Example 1. Dissolve 19.4 g (0.2 mol) of sodium amino acid silencer in 40 ml of water, heat the base solution to 80-90 ° and gradually pour over 16.8 g (0.1 they say) hexamethylenediisocanate. Then the reaction mixture is heated to 100 ° and maintained at this temperature for 1 hour. The disodium salt of 1,6-bis (N-carboxylmethylcarbamide) -hexane which has precipitated out is filtered off, washed with a small amount of Veda and dissolved in 10-20 times the amount of hot WATER. A solution of 12 ml (0.2 mol) of acetic acid was added to the solution, and 1,6-bis- (1 -carboxymethylcarbamide) -hexine was precipitated by filtration. Washed with hot water and dried in vacuum (at 50) the product has so pl. 183- Ü. The yield is 80% of theoretical.

Аналогичным способом из натриевой соли аминоэнантовой кислоты и гексаметилендиизоцианата получают 1,6-бис-(К-а-карбоксигексилкарбамид )-гексан.In a similar way, 1,6-bis- (K-a-carboxyhexylcarbamide) -hexane is obtained from the sodium salt of amino-enanthic acid and hexamethylene diisocyanate.

ь 136301-- 2 -tri р е д м е т и з о б р е т е и и   J. 4, - Способ синтеза дикарбоновых кислот, содержащих в молекулах два карбамидиТй : остатка, отличающийс  тем, что, с целью получени  .сцрь  ijis производства полимеров со смешамной структурой по реакции между натриевой солью амииокарбоиовой кислоты и диизоцианатом, noJA4a OT динатриевую соль дикарбоновой кислоты, а затем полученную соль разлагают уксусной кислотой- и выдел ют свободную дикарбоновую кислоту, содержащую в своей молекуле два карбамидных остатка.136301-- 2 -tri REMEDITS and J. 4, - A method for synthesizing dicarboxylic acids containing two carbamidium: molecules in a molecule, characterized in that, for the purpose of production. the polymer ijis production of polymers with a mixed structure by the reaction between the sodium salt of amiocarboic acid and a diisocyanate, noJA4a OT disodium salt of dicarboxylic acid, and then the resulting salt is decomposed with acetic acid and the free dicarboxylic acid is contained in the molecule containing two carbamic acids that contain two carbamides in the body, containing two carbamides and containing two carbamide, containing two carbamide, and containing two carbamide acid, disodium salt of the acid;

SU662988A 1960-04-13 1960-04-13 The method of synthesis of dicarboxylic acids containing two carbamide residues in molecules SU136361A1 (en)

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SU662988A SU136361A1 (en) 1960-04-13 1960-04-13 The method of synthesis of dicarboxylic acids containing two carbamide residues in molecules

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
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