SU1682362A1 - Copolymers of 1,4-naphthoquinine and epoxy-dianic resin as a binder for thermostable materials in electric insulation and a method for preparation of theirs - Google Patents

Copolymers of 1,4-naphthoquinine and epoxy-dianic resin as a binder for thermostable materials in electric insulation and a method for preparation of theirs Download PDF

Info

Publication number
SU1682362A1
SU1682362A1 SU894753549A SU4753549A SU1682362A1 SU 1682362 A1 SU1682362 A1 SU 1682362A1 SU 894753549 A SU894753549 A SU 894753549A SU 4753549 A SU4753549 A SU 4753549A SU 1682362 A1 SU1682362 A1 SU 1682362A1
Authority
SU
USSR - Soviet Union
Prior art keywords
epoxy
copolymers
naphthoquinone
resin
preparation
Prior art date
Application number
SU894753549A
Other languages
Russian (ru)
Inventor
Бахтияр Аждар Оглы Мамедов
Шалаля Ибрагим Кызы Мустафаева
Юрий Яковлевич Мещеряков
Сергей Андреевич Баранков
Адалат Вилаят Оглы Рагимов
Original Assignee
Предприятие П/Я Г-4430
Инженерный Центр Научно-Технического Творчества Молодежи "Эверест"
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Предприятие П/Я Г-4430, Инженерный Центр Научно-Технического Творчества Молодежи "Эверест" filed Critical Предприятие П/Я Г-4430
Priority to SU894753549A priority Critical patent/SU1682362A1/en
Application granted granted Critical
Publication of SU1682362A1 publication Critical patent/SU1682362A1/en

Links

Abstract

Изобретение относитс  к области получени  сополимеров 1,4-нафтохинона с эпоксидиановой смолой, которые могут быть использованы в качестве св зующих дл  термостойких, высокопрочных и высокоадгезионных материалов электроизол ционного назначени . Изобретение позвол ет повысить температуру разложени  на 50% до 500°С, прочность на сжатие до 1780 кгс/мм2, твердость по Бринеллю до 25 кгс/мм2. Этот результат достигаетс  новыми соединени ми - сополимерами 1,4- нафтохинона с эпоксидиановой смолой, общей формулы где Онсн3 и способом его получени , заключающемс  во взаимодействии 1,4-нафтохинона с эпок- .сидиановой смолой при 70°С в течение 2 ч в присутствии 3,62-10,1% от массы реакционной смеси калиевой соли олигооксихиноли- на. 2 с.п. ф-лы, 1 табл. w ИThe invention relates to the field of the preparation of copolymers of 1,4-naphthoquinone with an epoxy-diane resin, which can be used as binders for heat-resistant, high-strength and high-adhesive materials for electrical insulation purposes. The invention makes it possible to increase the decomposition temperature by 50% to 500 ° C, the compressive strength to 1780 kgf / mm2, the Brinell hardness to 25 kgf / mm2. This result is achieved by new compounds of copolymers of 1,4-naphthoquinone with an epoxy-diane resin, the general formula where Onc3 and the method of its preparation, consisting in the interaction of 1,4 naphthoquinone with an epoxy-sidian resin at 70 ° C for 2 hours in the presence of 3.62-10.1% by weight of the reaction mixture of the potassium salt of oligooxyquinoline. 2 sec. f-ly, 1 tab. w And

Description

Изобретение относитс  к получению сополимеров 1,4-нафтохинона с эпоксидиановой смолой, которые могут быть использованы в качестве св зующих дл  термостойких, высокопрочных и высокоадгезивных материалов электроизол ционного назначени .The invention relates to the preparation of copolymers of 1,4-naphthoquinone with an epoxy-diane resin, which can be used as binders for heat-resistant, high-strength and highly adhesive materials for electrical insulation purposes.

Цель изобретени  - повышение термостойкости , прочности на сжатие и твердости св зующих на основе 1,4-нафтохинона с эпоксидиановой смолой.The purpose of the invention is to increase heat resistance, compressive strength and hardness of binders based on 1,4-naphthoquinone with an epoxy-diane resin.

Сополимеры 1,4-нафтохинона с эпоксидиановой смолой получают в присутствии катализатора - калиевой соли олигооксихи- нолина, которую получают путем добавлени  14,5 г (0,1 моль) порошка олигооксихи- нолина к 18,3 млЗО%-ного водного раствора КОН. Реакцию осуществл ют в трехгорлой колбе объемом 100 мл, снабженной механической мешалкой. Далее упаривают воду и целевой продукт сушат в вакууме (0,1 мм рт.ст.) до посто нной массы .The copolymers of 1,4-naphthoquinone with an epoxy-diane resin are obtained in the presence of a catalyst, a potassium salt of oligooxyquinoline, which is obtained by adding 14.5 g (0.1 mol) of oligooxyquinoline powder to 18.3 ml of a 3% aqueous solution of KOH. The reaction is carried out in a 100 ml three-neck flask equipped with a mechanical stirrer. Then water is evaporated and the target product is dried in vacuum (0.1 mm Hg) to constant weight.

Пример1.25г эпоксидиановой смолы ЭД-22 смешивают с 15 г 1,4-нафтохинона, добавл ют 2,9 г калиевой соли олигооксихи- нолина (6,76% от массы реакционной смеси) и тщательно перемешивают полученную массу 1,5 ч. Затем реакционную массу нагревают при 70°С в течение 2 ч.Example 1.2.25 g of ED-22 epoxy diane resin is mixed with 15 g of 1,4-naphthoquinone, 2.9 g of oligoxyquinoline potassium salt (6.76% by weight of the reaction mixture) is added and the resulting mass is thoroughly mixed for 1.5 hours. the reaction mass is heated at 70 ° C for 2 hours

Os 00Os 00

Ю 00 О ЮS 00 O S

Выход полимера 42,0 г (97,9% от суммы реагентов), мол.м. 1850, элементный состав, %: С 74,56; Н 6,21; N 0.37; О 18,85.The polymer yield 42.0 g (97.9% of the amount of reagents), mol.m. 1850, elemental composition,%: C 74.56; H 6.21; N 0.37; About 18.85.

П р и м е р 2. Синтез сополимера провод т по примеру 1, но используют 25 г ЭЗ-22, 12,5 г 1,4-нафтохинона и 2,9 г калиевой соли олигооксихинолина (7,2% от массы реакционной смеси).EXAMPLE 2 The copolymer was synthesized as described in Example 1, but using 25 g of EZ-22, 12.5 g of 1,4-naphthoquinone and 2.9 g of the potassium salt of oligooxyquinoline (7.2% by weight of the reaction mixture ).

Выход сополимера 39,7 г (98,9% от суммы реагентов), мол.м. 1680, элементный состав , %: С 74,35; Н 6,30; N 0,40; О 18,92.The output of the copolymer of 39.7 g (98.9% of the amount of reagents), mol.m. 1680, elemental composition,%: C 74.35; H 6.30; N 0.40; About 18.92.

П р и м е р 3. Синтез сополимера провод т по примеру 1, но используют 25 г ЭД-22, 10 г 1,4-нафтохинона и 2,9 г калиевой соли олигооксихинолина (7,66% от массы реакционной смеси).EXAMPLE 3 The copolymer was synthesized as in Example 1, but using 25 g of ED-22, 10 g of 1,4-naphthoquinone and 2.9 g of the potassium salt of oligooxyquinoline (7.66% by weight of the reaction mixture).

Выход сополимера 37,5 г (98,9% от суммы реагентов), мол.м, 1430. элементный состав , %: С 74,25; Р 6,52; N 0,42; О 18,85.The copolymer yield of 37.5 g (98.9% of the amount of reagents), mol.m, 1430. elemental composition,%: C 74.25; P 6.52; N 0.42; About 18.85.

П р и м е р 4. Синтез сополимера провод т по примеру 1, но в качестве катализатора используют 1,5 г калиевой соли олигооксихинолина (3,62% от массы реакционной смеси).EXAMPLE 4 The copolymer was synthesized as in Example 1, but 1.5 g of the potassium salt of oligooxyquinoline (3.62% by weight of the reaction mixture) is used as a catalyst.

Выход сополимера 38,2 г (89,0% от суммы реагентов), мол.м. 1400, элементный состав , %: С 74,61; Н 6,16; N 0,15; О 19,08.The copolymer yield of 38.2 g (89.0% of the amount of reagents), mol.m. 1400, elemental composition,%: C 74.61; H 6.16; N 0.15; About 19.08.

П р и м е р 5. Синтез сополимера провод т по примеру 1, но в качестве катализатора используют 4,5 г калиевой соли олигооксихинолина (10,1% от массы реакционной смеси).EXAMPLE 5 The copolymer was synthesized as in Example 1, but 4.5 g of potassium salt of oligooxyquinoline (10.1% by weight of the reaction mixture) are used as a catalyst.

Выход сополимера 44,2г (99,3% от суммы реагентов), мол.м. 2020, элементный состав , %: С 74,44; Н 6,11; N 0,52; О 18,93.The output of the copolymer of 44.2 g (99.3% of the amount of reagents), mol.m. 2020, elemental composition,%: C 74.44; H 6.11; N 0.52; About 18.93.

Сополимеры 1,4-нафтохинона и эпокси- диановой смолы представл ют собой темно-коричневые продукты с т. пл. 70-100°С. При 150-200°С сополимеры превращаютс  в неплавкий, нерастворимый продукт.The copolymers of 1,4-naphthoquinone and epoxy-dian resin are dark brown products with a melting point. 70-100 ° C. At 150-200 ° C, the copolymers are converted to a non-meltable, insoluble product.

Химический анализ показывает, что в составе сополимеров содержатс  эпоксидные и фенольные гидроксильные группы. В ИК-спектрах обнаружены полосы поглощени  гидроксильных групп (3400 и 1200 см ), нафталинового кольца (1450. 1515 и 1590 см ), алифатических СН- и СНг- групп (2800-2900 ).Chemical analysis shows that the copolymers contain epoxy and phenolic hydroxyl groups. In the IR spectra, the absorption bands of hydroxyl groups (3400 and 1200 cm), naphthalene ring (1450, 1515 and 1590 cm), aliphatic CH and CHg groups (2800-2900) were found.

Свойства отвержденных продуктов,Properties of hardened products

полученных с использованием сополимеров по примерам 1-5, и соответствующие показатели дл  известных сополимеров приведены в таблице. Режим отверждени : 100°С 2 ч: 150°С 1 ч; 200°С 0.5 ч; 220°С 0,25 ч.obtained using the copolymers of examples 1-5, and the corresponding indicators for known copolymers are shown in the table. Curing mode: 100 ° C 2 h: 150 ° C 1 h; 200 ° C 0.5 h; 220 ° C 0.25 h.

Claims (2)

1. Сополимеры 1,4-нафтохинона с эпок- сидиановой смолой формулы1. Copolymers of 1,4-naphthoquinone with an epoxy resin of the formula 2020 RrCHfCH-O/°чRrCHfCH-O / ° h сн2-о-л2-о-сн2-сн-сн2| онsn2-o-l2-o-sn2-sn-sn2 | he R,R, гдеWhere DHСН3DHCH3 ,, мол.м. 1400-2020 в качестве св зующего дл  термостойких материалов электроизол ционного назначени .mol.m. 1400-2020 as a binder for heat-resistant electrically insulating materials. 2. Способ получени  сополимеров 1,4- нафтохинона с эпоксидиановой смолой, заключающийс  в том, что провод т взаимодействие 1,4-нафтохинона с эпоксидиановой смолой при 70°С в течение 2 ч в присутствии 3,62-10,1% от массы реакционной смеси калиевой соли олигооксихинолина .2. A method of producing copolymers of 1,4-naphthoquinone with an epoxy-diane resin, which consists in reacting 1,4-naphthoquinone with an epoxy-diane resin at 70 ° C for 2 hours in the presence of 3.62-10.1% by weight the reaction mixture of the potassium salt of oligooksihinolina. 5,5-105.5-10 3 ,13, 1 в 2,3 10in 2.3 10 4040 8,7-105,3 101У 2,5 Ю 1,310 9,1 ЮЛ 8-lo J8.7-105.3 101U 2.5 Yu 1.310 9.1 YuL 8-lo J 3,2 I0rt 1,3 10й 1,1-Ю 7,2 105 5 10/J3.2 I0rt 1.3 10th 1.1-S 7.2 105 5 10 / J 3,03.0 2,92.9 2,72.7 -1-one 3,03.0 -g 2,6 10 402.6 10 40 -Z-Z 2,92.9 2,72.7 3,03.0 -g 2,6 10 402.6 10 40 -Z-Z
SU894753549A 1989-08-21 1989-08-21 Copolymers of 1,4-naphthoquinine and epoxy-dianic resin as a binder for thermostable materials in electric insulation and a method for preparation of theirs SU1682362A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
SU894753549A SU1682362A1 (en) 1989-08-21 1989-08-21 Copolymers of 1,4-naphthoquinine and epoxy-dianic resin as a binder for thermostable materials in electric insulation and a method for preparation of theirs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU894753549A SU1682362A1 (en) 1989-08-21 1989-08-21 Copolymers of 1,4-naphthoquinine and epoxy-dianic resin as a binder for thermostable materials in electric insulation and a method for preparation of theirs

Publications (1)

Publication Number Publication Date
SU1682362A1 true SU1682362A1 (en) 1991-10-07

Family

ID=21476750

Family Applications (1)

Application Number Title Priority Date Filing Date
SU894753549A SU1682362A1 (en) 1989-08-21 1989-08-21 Copolymers of 1,4-naphthoquinine and epoxy-dianic resin as a binder for thermostable materials in electric insulation and a method for preparation of theirs

Country Status (1)

Country Link
SU (1) SU1682362A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002099531A2 (en) * 2001-06-05 2002-12-12 Brewer Science, Inc. ANTI-REFLECTIVE COATING COMPOSITIONS FOR USE WITH LOW k DIELECTRIC MATERIALS
US6893684B2 (en) 2001-06-05 2005-05-17 Brewer Science Inc. Anti-reflective coating compositions for use with low k dielectric materials
US20120165429A1 (en) * 2009-05-27 2012-06-28 Centre National De La Recherche Scientifique (C.N.R.S.) Novel methods for producing thermosetting epoxy resins

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Рагимов А.В., Мустафаева М.И., Маме- дов Б.А. Синтез и исследование олигоокси- хинолина. - Высокомолекул рные соединени Б, 1989, № 6, с.413-416. Авторское свидетельство СССР Мг 647314, кл. С 08 G 61/00, 1977. *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002099531A2 (en) * 2001-06-05 2002-12-12 Brewer Science, Inc. ANTI-REFLECTIVE COATING COMPOSITIONS FOR USE WITH LOW k DIELECTRIC MATERIALS
US6670425B2 (en) * 2001-06-05 2003-12-30 Brewer Science, Inc. Anti-reflective coating of polymer with epoxide rings reacted with light attenuating compound and unreacted epoxide rings
WO2002099531A3 (en) * 2001-06-05 2004-06-17 Brewer Science Inc ANTI-REFLECTIVE COATING COMPOSITIONS FOR USE WITH LOW k DIELECTRIC MATERIALS
US6893684B2 (en) 2001-06-05 2005-05-17 Brewer Science Inc. Anti-reflective coating compositions for use with low k dielectric materials
US20120165429A1 (en) * 2009-05-27 2012-06-28 Centre National De La Recherche Scientifique (C.N.R.S.) Novel methods for producing thermosetting epoxy resins
US9416218B2 (en) * 2009-05-27 2016-08-16 Centre National De La Recherche Scientifique (C.N.R.S.) Methods for producing thermosetting epoxy resins

Similar Documents

Publication Publication Date Title
Fache et al. Biobased epoxy thermosets from vanillin-derived oligomers
EP2078050A1 (en) 1,3-dipolar cycloaddition of azides to alkynes
JPS63295523A (en) Novel propenyl substituted polyhydric phenol
US4110279A (en) High temperature polymers from methoxy functional ether aromatic monomers
US5446204A (en) Phenylethynyl reactive diluents
SU1682362A1 (en) Copolymers of 1,4-naphthoquinine and epoxy-dianic resin as a binder for thermostable materials in electric insulation and a method for preparation of theirs
Abd-Alla et al. Arylidene polymers IV. Synthesis, characterization and morphology of new polyesters of diarylidenecyclohexanone
Reinecke et al. PVC modification with bifunctional thiol compounds
SU647314A1 (en) Copolymer of p-benzoquinone with epoxidane resin as binder for heat resistant highly adhesive materials, coating, glues
Charmas et al. Thioether glycidyl resins. VII. Products of condensation of bis (4‐mercaptophenyl) sulfide and bis (4‐mercaptophenyl) sulfone with epichlorohydrin
Kellman et al. Oligomeric polyaromatic ether‐ketone‐sulfones with acetylenic end groups. IX.
Furutani et al. Novel soluble propargylether-terminated ester-imide prepolymers: I. Their syntheses and characteristics
CN114163390B (en) Piperazine epoxy resin curing agent and preparation method thereof
SU713873A1 (en) Method of preparing modified polystyrene
SU539868A1 (en) Triglycidyl-2,3 "-dichloro-4" -aminobenzylaniline as an intermediate product for the preparation of epoxy resins with high surface hardness and enhanced thermal stability
US2960495A (en) Polymers containing polysulfide and spirobi (meta-dioxane) groups
US4956507A (en) Process for preparing 4,4'-difluorobiphenyl
JPS6395220A (en) Epoxyimide and production thereof
SU1659432A1 (en) Polymeric composition
SU591471A1 (en) 3,4-epoxyhexahydrobenzyl esters of glycideoxybenzoic acids for obtaining high-strength heat-resistant epoxypolymers
SU766156A1 (en) Method of obtaining anion exchanger
SHARMA PREPARATION, PROPERTIES, AND APPLICATIONS OF BENZOXAZINES
Mustata Synthesis and characterization of novel methylenedianiline/tertbutylphenol formaldehyde resins as hardeners for epoxy resins
KR100542661B1 (en) Fluorine-substituted epoxy resin and method for preparing same
SU1031973A1 (en) Process for preparing polyzinc phenylethoxy siloxanes