SU170664A1 - METHOD OF OBTAINING NONSATURATED POLYESTERS - Google Patents
METHOD OF OBTAINING NONSATURATED POLYESTERSInfo
- Publication number
- SU170664A1 SU170664A1 SU840883A SU840883A SU170664A1 SU 170664 A1 SU170664 A1 SU 170664A1 SU 840883 A SU840883 A SU 840883A SU 840883 A SU840883 A SU 840883A SU 170664 A1 SU170664 A1 SU 170664A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- polyesters
- nonsaturated
- obtaining
- dicarboxylic acid
- unsaturated
- Prior art date
Links
- 229920000728 polyester Polymers 0.000 title description 10
- WNLRTRBMVRJNCN-UHFFFAOYSA-N Adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N Dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N Sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- -1 aliphatic dicarboxylic acids Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N benzohydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000002194 synthesizing Effects 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Incidol Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-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
- 229920001225 Polyester resin Polymers 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
- 125000001931 aliphatic group Chemical group 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000000977 initiatory Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-L maleate(2-) Chemical compound [O-]C(=O)\C=C/C([O-])=O VZCYOOQTPOCHFL-UPHRSURJSA-L 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Description
Известен способ получени ненасыщенных полиэфиров путем конденсации гликол с насыщенной дикарбоновой кислотой (изофталевой ) и последующей конденсацией с ненасыщенной дикарбоновой кислотой или ее ангидридом . После отверждени стиролом такие ненасыщенные полиэфиры дают жесткие сополимеры , что ограничивает возможности их применени в качестве заливочных составов и, в известной степени, в качестве лаков и клеев.A method of producing unsaturated polyesters is known by condensation of a glycol with a saturated dicarboxylic acid (isophthalic) and subsequent condensation with an unsaturated dicarboxylic acid or its anhydride. After curing with styrene, such unsaturated polyesters give rigid copolymers, which limits the possibilities of their use as casting compounds and, to a certain extent, as varnishes and adhesives.
Согласно насто щему изобретению, предлагаетс в качестве насыщенной дикарбоновой кислоты, используемой на первой стадии синтеза , примен ть алифатические дикарбоновые кислоты с длинной цепью, например адипиновую или себациновую.According to the present invention, it is proposed to use long chain aliphatic dicarboxylic acids, such as adipic or sebacic acid, as the saturated dicarboxylic acid used in the first synthesis step.
Применение указанных кислот позвол ет получить ненасыщенные полиэфирные смолы, обладающие умеренной усадкой после отверждепи и небольшим экзотермическим эффектом отверждени , высоким отпосительным удлинением и удовлетворительной морозостойкостью .The use of these acids allows to obtain unsaturated polyester resins with moderate shrinkage after hardening and a slight exothermic curing effect, high elongation and satisfactory frost resistance.
В целом по комплексу свойств продукгы отверждени указанных полиэфиров каучукоподо .бны.In general, the complex of properties of the product of curing these polyesters is rubbery.
методами отверждени ненасыщенных полиэфиров .methods of curing unsaturated polyesters.
Пример. 252,4 г диэтиленгликол и 292 з адипиновой кислоты загружают в трехгорлую колбу, снабженную мешалкой, холодильником и трубкой дл подвода инертного газа. Колбу помещают на масл ную баню и нагревают реакционную смесь в течение часа до 200°. Поликонденсацию провод т при 200° в атмосфере инертного газа в течение 15 час до достижени гидроксильного числа 0,7о/оЗатем 478 г полиэфира, полученного на первой стадии, копденсируют с 45 г малеинового ангидрида. Реакцию провод т в течение 14 час в той же аппаратуре и при тех же услови х, как синтез исходного полиэфира на первой стадии до достижепи кислотного числа 46. Ненасыщенный полиэфир стабилизируют гидрохиноном (0,02) и провод т его сополимеризацию со стиролом при комнатной температуре .Example. 252.4 g of diethylene glycol and 292 g of adipic acid are loaded into a three-neck flask equipped with a stirrer, a condenser, and a tube for inert gas supply. The flask is placed in an oil bath and the reaction mixture is heated to 200 ° for one hour. Polycondensation is carried out at 200 ° under an inert gas atmosphere for 15 hours until a hydroxyl number of 0.7 ° C is reached. After that, 478 g of the polyester obtained in the first stage is copdensized with 45 g of maleic anhydride. The reaction is carried out for 14 hours in the same apparatus and under the same conditions as the synthesis of the starting polyester in the first stage to an acid number of 46. The unsaturated polyester is stabilized with hydroquinone (0.02) and copolymerized with styrene at room temperature. .
В качестве инициирующих систем нами были использованы: перекись бензоила+диметиланилин , гидроперекись изопропилбеизола-|ускоритель ПК и другие. Пиже приведены некоторые данные о свойствах сополимеров со стиролом, полученных в присутствии Зо/о-ной пасты перекиси бензола (50о/о) и 1о/о-ного раствора диметиланилина (Юо/о).As initiating systems, we used: benzoyl peroxide + dimethylaniline, isopropylbeisol hydroperoxide – PC accelerator and others. Some examples of the properties of copolymers with styrene obtained in the presence of a Zo / O-paste of benzene peroxide (50 ° / o) and a 1 ° / o solution of dimethylaniline (Uo / o) are given below.
Описанный сополимер по эластичности в значительной степени превосходит продукт наThe described copolymer in elasticity greatly exceeds the product by
основе полидиэтиленгликольмалеинатадипината того же состава, но полученного в одну стадию.based on polydiethylene glycol maleate of dipipate of the same composition, but obtained in one stage.
Предмет изобретени Subject invention
Способ получени ненасыщенных полиэфиров путем конденсации гликол с насыщеннойThe method of producing unsaturated polyesters by condensation of a glycol with a saturated
дикарбоновой кислотой и последующей конденсацией с ненасыщенной дикарбоновой кислотой или ее ангидридом, отличающийс тем, что,с целью придани эластичных свойств отвержденным полиэфирам, в качестве насыщенной дикарбоновой кислоты примен ют алифатические кислоты с длинной цепью, например адипиновую.dicarboxylic acid and subsequent condensation with unsaturated dicarboxylic acid or its anhydride, characterized in that, in order to impart elastic properties to hardened polyesters, long-chain aliphatic acids, such as adipic acid, are used as the saturated dicarboxylic acid.
Publications (1)
Publication Number | Publication Date |
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SU170664A1 true SU170664A1 (en) |
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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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