SU170666A1 - METHOD OF OBTAINING - Google Patents
METHOD OF OBTAININGInfo
- Publication number
- SU170666A1 SU170666A1 SU858163A SU858163A SU170666A1 SU 170666 A1 SU170666 A1 SU 170666A1 SU 858163 A SU858163 A SU 858163A SU 858163 A SU858163 A SU 858163A SU 170666 A1 SU170666 A1 SU 170666A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- styrene
- carboxyl
- mol
- containing compounds
- polyester
- Prior art date
Links
- 239000002253 acid Substances 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 150000002334 glycols Chemical class 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N 2-methyl-2-propenoic acid methyl ester Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N Maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 241000428199 Mustelinae Species 0.000 description 1
- 229920001225 Polyester resin Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive Effects 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002990 reinforced plastic Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
Description
Известен способ получени ненасыщенных полиэфиров путем поликондепсации ненасыщенных карбоксилсодержащих соединений, например, ненасыщенных кислот и их ангидридов , с избытком различных гликолей.A method of producing unsaturated polyesters is known by polycondensing unsaturated carboxyl-containing compounds, for example, unsaturated acids and their anhydrides, with an excess of various glycols.
Предлагаетс при синтезе ненасыщенных полиэфиров примен ть в качестве карбоксилсодержащих соединений кислые диэфиры гликолей .It is proposed to use acid diesters of glycols as carboxyl-containing compounds in the synthesis of unsaturated polyesters.
Применение кислых диэфиров позвол ет получать ненасыщенные полиэфиры, практически не содержащие гидроксильных групп, после отверждени которых стиролом или другими мономерами, получают продукты с улучшенными свойствами, позвол ющими их использовать в качестве св зующих дл армированных пластиков, клеев, лаков.The use of acid diesters allows the preparation of unsaturated polyesters, which are practically free of hydroxyl groups, after which they are cured with styrene or other monomers, and products with improved properties are obtained that allow them to be used as binders for reinforced plastics, adhesives, varnishes.
Пример 1. 106 г (1 моль) диэтиленгликол и 196 г (2 моль) малеинового ангидрида загружают в трехгорлую колбу, снабженную мешалкой, трубкой дл подвода инертного газа и обратным холодильником, нагревают на масл ной бане до 100°С и выдерживают при этой температуре в течение 4-5 час до достижени кислотного числа расплава 370 (расчетное кислотное число демалиената диэтиленгликол 371,5). Синтезированный диэфир, не подвергаемый очистке, имеет плотность 1,339 г/см и в зкость 71020 спз.Example 1. 106 g (1 mol) of diethylene glycol and 196 g (2 mol) of maleic anhydride are loaded into a three-necked flask equipped with a stirrer, a tube for inert gas supply and a reflux condenser, heated to 100 ° C in an oil bath and kept at this temperature within 4-5 hours until the acid number of the melt is 370 (the calculated acid number of diethylene glycol demalienate is 371.5). The synthesized diester, which is not subjected to purification, has a density of 1.339 g / cm and a viscosity of 71020 sps.
Затем к полученному диэфиру добавл ют 53 г (0,5 моль) диэтиленгликол и смесь нагревают до 200°С в токе азота в течение 10 час.Then, 53 g (0.5 mol) of diethylene glycol was added to the obtained diester and the mixture was heated to 200 ° C in a stream of nitrogen for 10 hours.
Получают полиэфир с кислотным числом 98,5 и молекул рным весом 1 150. Продукт практически не содержит гидроксильных групп, не раствор етс в воде, раствор етс в ацетоне, диоксане, спиртобензольной смеси, стироле, винилацетате, метилметакрилате, диметакрилате триэтиленгликол и р де других низкомолекул рных и олигомерных эфиров. Предельна совместимость со стиролом 47,4.A polyester with an acid number of 98.5 and a molecular weight of 1 150 is obtained. The product contains practically no hydroxyl groups, does not dissolve in water, dissolves in acetone, dioxane, alcohol-benzene mixture, styrene, vinyl acetate, methyl methacrylate, triethylene glycol dimethacrylate low molecular weight and oligomeric esters. Ultimate compatibility with styrene 47.4.
Отвержденный стиролом продукт характеризуетс высокими физико-механическими показател ми:The styrene-cured product is characterized by high physicomechanical indicators:
Предел прочностиTensile strength
1150 1150
при сжатии, кг/см640under compression, kg / cm640
при изгибе, кг/смМодуль упругости при изгибе, mjcM- . with bending, kg / cm Flexural modulus, mjcM-.
30000 Твердость по Брннеллю, кг/лл . . 20-24 Теплостойкость30000 Brnnell hardness, kg / ll. . 20-24 Heat Resistance
200-235 200-235
по Вику, °Сby Vic, ° C
по Мартенсу, °С 63according to Martens, ° С 63
Водопоглощение %Water absorption%
0,18 0.18
за 2 суток 0,93 2 days 0.93
за 30 суток . . . . . 2,48for 30 days. . . . . 2.48
да синтезируют диэфир гликол по методу, описанному в примере 1. Полученный продукт конденсируют с 76 г (1 моль) пропиленгликол до достижени кислотного числа 192.Yes, the glycol diester is synthesized according to the method described in Example 1. The resulting product is condensed with 76 g (1 mol) of propylene glycol until it reaches acid number 192.
Полиэфир характеризуетс высокой в зкостью и растворимостью во многих органических растворител х и мономерах.Polyester is characterized by high viscosity and solubility in many organic solvents and monomers.
700/о-ный полиэфир в стироле имеет плотность d 20° 1,164 и в зкость ц 20° :3520 сиз. Отвержденный продукт характеризуетс высокими показател ми теплостойкости по Вику700 / o-ny polyester in styrene has a density of d 20 ° 1,164 and viscosity c 20 °: 3520 siz. The cured product is characterized by high Vick heat resistance.
(200-245°С) и жесткости (модуль упругости 60000 кг/см).(200-245 ° C) and stiffness (modulus of elasticity 60000 kg / cm).
П р ед м ет и 3 о б р ете и и P r e m u m and 3 o brie and u
Способ получени ненасыщенных полиэфирных смол путем поликонденсации карбоксилсодержащих соединений и различных гликолей , при нагревании, отличающийс тем, что, с целью получени продуктов с улучшенными свойствами, в качестве карбоксилсодержащих соединений примен ют кислые диэфиры гликолей .The method of producing unsaturated polyester resins by polycondensation of carboxyl-containing compounds and various glycols, with heating, characterized in that, in order to obtain products with improved properties, acid diesters of glycols are used as carboxyl-containing compounds.
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU833580698A Addition SU1103319A2 (en) | 1983-04-21 | 1983-04-21 | Device for overcurrent protecting of radial networks |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU170666A1 true SU170666A1 (en) |
Family
ID=
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4281074A (en) * | 1977-09-02 | 1981-07-28 | Polska Akademia Nauk, Zaklad Polimerow | Process of manufacturing cured unsaturated polyester resins with a regular network structure |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4281074A (en) * | 1977-09-02 | 1981-07-28 | Polska Akademia Nauk, Zaklad Polimerow | Process of manufacturing cured unsaturated polyester resins with a regular network structure |
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