SU170970A1 - METHOD FOR OBTAINING SILICON ORGANIC TRIACETYLENE GLYCOLES - Google Patents
METHOD FOR OBTAINING SILICON ORGANIC TRIACETYLENE GLYCOLESInfo
- Publication number
- SU170970A1 SU170970A1 SU897800A SU897800A SU170970A1 SU 170970 A1 SU170970 A1 SU 170970A1 SU 897800 A SU897800 A SU 897800A SU 897800 A SU897800 A SU 897800A SU 170970 A1 SU170970 A1 SU 170970A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- triacetylene
- glycoles
- silicon organic
- obtaining silicon
- ether
- Prior art date
Links
- 229910052710 silicon Inorganic materials 0.000 title description 4
- 239000010703 silicon Substances 0.000 title description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title description 3
- MZHROOGPARRVHS-UHFFFAOYSA-N triacetylene Chemical compound C#CC#CC#C MZHROOGPARRVHS-UHFFFAOYSA-N 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- -1 triacetylene glycols Chemical class 0.000 description 3
- RDHPKYGYEGBMSE-UHFFFAOYSA-N Bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- 235000002918 Fraxinus excelsior Nutrition 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002956 ash Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- QDHHCQZDFGDHMP-UHFFFAOYSA-N monochloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Предложено получение кремнийорганических триацетиленовых гликолей, которые могут быть использованы дл синтеза различных кремнийсодержаш,их мономеров н полимеров .It is proposed to obtain silicone triacetylene glycols, which can be used for the synthesis of various silicon-containing, their monomers and polymers.
Способ состоит в том, что димагнийбромацетилен подвергают взаимодействию с а, ркремнийацетиленовыми альдегидами пли кетонами в среде органического растворител .The method consists in that dimagnesium bromoacetylene is reacted with a, silicon, acetylenic aldehydes or ketones in an organic solvent medium.
Пример. 1,8-Б и с-(т р и м ет и л с и л и л)3 ,б-д и м ет и л о к т а Tip и н н-1, 4, 7-диол-3,6. В трехгорлую круглодонную колбу емкостью 200 мл, снабженную обратным холоднльаиком , механической мешалкой, капельной воронкой и трубкой дл ввода газа, помещают 2,43 г магни и 50 мл абс. серного эфира и пр,и перемешивании прибавл ют по капл м 10,9 г бромистого этила. После этого содержимое колбы пасыш,ают ацетиленом в течение 1,5-2 час н при охлажден.ии (0°С) прибавл ют по капл м раствор 7,1 г 4-трнметплсилилбутии-З-она-2 в 25 мл эфира. Реакционную массу перемешивают 2 час при комиатной температуре ,и 2 час при нагревании на вод ной бане. Затем при охлаждении лед ной водой прибавл ют насьщеиный водный раствор хлористого аммони до полного растворени осадка. Водный слой отдел ют иExample. 1,8-B and s- (t r and m et and l with and l and l) 3, bd and m et and l about to and Tip Tip and n-1, 4, 7-diol-3 6. In a three-neck, 200 ml round-bottomed flask equipped with a cold trap, a mechanical stirrer, an addition funnel and a gas inlet tube, 2.43 g of magnesium and 50 ml of abs are placed. 10.9 g of ethyl bromide is added dropwise to the mixture with stirring. After that, the contents of the flask are ashes, but with acetylene for 1.5-2 hours, while cooling (0 ° C), a solution of 7.1 g of 4-methylmethylsilbutyl-3-one-2 in 25 ml of ether is added dropwise. The reaction mass is stirred for 2 hours at a comed temperature, and 2 hours when heated in a water bath. Then, while cooling with ice water, a nascent aqueous solution of ammonium chloride was added until the precipitate had completely dissolved. The aqueous layer is separated and
экстрагируют эфиром. Эфирный слой и выт жку объедин ют и сушат над прокаленным поташом. Эфир отгон ют, а остаток перегон ют в вакууме. Получают 4,21 г (52%) веш ,ества с т. кип. 132°С при 2 мм рт. ст. и т. пл. 124°С.extracted with ether. The ether layer and the drawing are combined and dried over calcined potash. The ether is distilled off and the residue is distilled in vacuo. Receive 4.21 g (52%) of oil, with t. Kip. 132 ° C at 2 mm Hg. Art. and so on 124 ° C.
01 01
С 63,14; Н 8,65; Si 17,96.C 63.14; H 8.65; Si 17.96.
Найдено, 10 10 found
CioHofiSiOa.CioHofiSiOa.
Вычислено, о/о: С 62,68; Н 8,55; Si 18,30.Calculated, o / o: C 62.68; H 8.55; Si 18.30.
П р и м е р 2. 1,8-Б и с- (д и м е т и л э т ,и л с ил и л)-3,6-д и м ети л о кт а т р и и н - 1,4,7-диол-3 ,6. Получают аналогичным образом из 2,43 г магни , 10,9 г бромистого этила и 7,8 г 4-диметилэтилсилилбутин-3-она-2. Выдел ют 3,92 г (46%) вещества с т. кип. 143°С при 1 мм рт. ст. и т. пл. 117°С.PRI mme R 2. 1,8-B and c- (d and mete and l et, and l with il and l) -3,6-d and m et l about k and a t p and and n - 1,4,7-diol-3, 6. Similarly, 2.43 g of magnesium, 10.9 g of ethyl bromide and 7.8 g of 4-dimethylethylsilylbutin-3-one-2 are obtained in a similar manner. 3.92 g (46%) of the substance with m.p. 143 ° C at 1 mm Hg. Art. and so on 117 ° C.
Пайдено, %: С 64, 66; П 9,05; Si 16,81.Paideno,%: C 64, 66; P 9.05; Si 16.81.
CisHooSiOo.CisHooSiOo.
Вычнслено, о/(,: С 64,60; Н 9,07; Si 16,79.Vychnseno, o / (,: C 64.60; H 9.07; Si 16.79.
Предмет и з о б р е т е и н Subject and reference
Способ получени кремнийорганнческих триацетиленовых гликолей, отличающийс тем, что димагнийбромацетилен подвергают взаимодействию с а, р-кремнийацетиленовыми альдегидами или кетонами в среде органнческого растворител .A method of producing organosilicon triacetylenic glycols, characterized in that dimagnesium bromoacetylene is reacted with a, p-silicon acetylene aldehydes or ketones in an organic solvent.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU170970A1 true SU170970A1 (en) |
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