CA1083167A - Composes silicies ethyleniques a groupements fonctionnels - Google Patents

Composes silicies ethyleniques a groupements fonctionnels

Info

Publication number: CA1083167A
Authority: CA; Canada
Prior art keywords: group; radical; groups; chosen; formula
Prior art date: 1974-10-01
Legal status (The legal status 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 status listed.): Expired

Application number

CA236,684A

Other languages

English (en)

French (fr)

Other versions

CA236684S (en

Inventor

Michel Bargain

Marcel Lefort

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Rhone Poulenc Industries SA

Original Assignee

Rhone Poulenc Industries SA

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.)

1974-10-01

Filing date

1975-09-30

Publication date

1980-08-05

1975-09-30 Application filed by Rhone Poulenc Industries SA filed Critical Rhone Poulenc Industries SA

1980-08-05 Application granted granted Critical

1980-08-05 Publication of CA1083167A publication Critical patent/CA1083167A/fr

Status Expired legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 29
125000000524 functional group Chemical group 0.000 title claims abstract description 12
-1 amine salts Chemical class 0.000 claims abstract description 61
238000006243 chemical reaction Methods 0.000 claims abstract description 17
125000000217 alkyl group Chemical group 0.000 claims abstract description 10
125000004965 chloroalkyl group Chemical group 0.000 claims abstract description 9
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 7
229920002554 vinyl polymer Polymers 0.000 claims abstract description 7
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 5
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 4
150000003961 organosilicon compounds Chemical class 0.000 claims abstract description 4
239000003153 chemical reaction reagent Substances 0.000 claims abstract description 3
229910052710 silicon Inorganic materials 0.000 claims abstract 4
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims abstract 2
150000003254 radicals Chemical class 0.000 claims description 21
238000000034 method Methods 0.000 claims description 16
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
125000004432 carbon atom Chemical group C* 0.000 claims description 14
125000004429 atom Chemical group 0.000 claims description 10
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 8
229910052799 carbon Inorganic materials 0.000 claims description 8
229910052708 sodium Inorganic materials 0.000 claims description 8
239000011734 sodium Substances 0.000 claims description 8
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
239000000460 chlorine Substances 0.000 claims description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
125000001118 alkylidene group Chemical group 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
229910052744 lithium Inorganic materials 0.000 claims description 4
229910052700 potassium Inorganic materials 0.000 claims description 4
239000011591 potassium Substances 0.000 claims description 4
125000005023 xylyl group Chemical group 0.000 claims description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
239000011737 fluorine Substances 0.000 claims description 3
229910052731 fluorine Inorganic materials 0.000 claims description 3
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
239000012429 reaction media Substances 0.000 claims description 3
150000003377 silicon compounds Chemical class 0.000 claims description 3
241001331845 Equus asinus x caballus Species 0.000 claims description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
210000000988 bone and bone Anatomy 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
125000005462 imide group Chemical group 0.000 claims description 2
125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 2
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 2
125000001624 naphthyl group Chemical group 0.000 claims description 2
125000002560 nitrile group Chemical group 0.000 claims description 2
125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 2
125000001424 substituent group Chemical group 0.000 claims description 2
125000006839 xylylene group Chemical group 0.000 claims description 2
125000000896 monocarboxylic acid group Chemical group 0.000 claims 2
ZYJKUXGOCSWXQO-UHFFFAOYSA-N ethene;silicon Chemical class [Si].C=C ZYJKUXGOCSWXQO-UHFFFAOYSA-N 0.000 claims 1
QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims 1
229910052751 metal Inorganic materials 0.000 claims 1
239000002184 metal Substances 0.000 claims 1
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
108090000623 proteins and genes Proteins 0.000 claims 1
239000000376 reactant Substances 0.000 claims 1
150000001412 amines Chemical class 0.000 abstract description 3
150000002148 esters Chemical class 0.000 abstract description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 2
239000010703 silicon Substances 0.000 abstract 3
150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
239000003513 alkali Substances 0.000 abstract 1
125000003342 alkenyl group Chemical group 0.000 abstract 1
150000001408 amides Chemical class 0.000 abstract 1
150000003949 imides Chemical class 0.000 abstract 1
150000002989 phenols Chemical class 0.000 abstract 1
150000003566 thiocarboxylic acids Chemical class 0.000 abstract 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 69
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 30
239000002253 acid Substances 0.000 description 19
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 14
239000000243 solution Substances 0.000 description 11
125000005605 benzo group Chemical group 0.000 description 10
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
238000004821 distillation Methods 0.000 description 9
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 6
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
239000000047 product Substances 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
125000002947 alkylene group Chemical group 0.000 description 5
QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 5
238000010992 reflux Methods 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
125000004093 cyano group Chemical group *C#N 0.000 description 4
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
239000004952 Polyamide Substances 0.000 description 3
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
238000001914 filtration Methods 0.000 description 3
125000005842 heteroatom Chemical group 0.000 description 3
125000001261 isocyanato group Chemical group *N=C=O 0.000 description 3
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
229940095102 methyl benzoate Drugs 0.000 description 3
229920002647 polyamide Polymers 0.000 description 3
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
238000005266 casting Methods 0.000 description 2
238000006482 condensation reaction Methods 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000007822 coupling agent Substances 0.000 description 2
PCHPORCSPXIHLZ-UHFFFAOYSA-N diphenhydramine hydrochloride Chemical compound [Cl-].C=1C=CC=CC=1C(OCC[NH+](C)C)C1=CC=CC=C1 PCHPORCSPXIHLZ-UHFFFAOYSA-N 0.000 description 2
CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 2
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
238000002329 infrared spectrum Methods 0.000 description 2
239000000543 intermediate Substances 0.000 description 2
235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
239000000203 mixture Substances 0.000 description 2
125000002950 monocyclic group Chemical group 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
125000000962 organic group Chemical group 0.000 description 2
230000020477 pH reduction Effects 0.000 description 2
125000003367 polycyclic group Chemical group 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
150000007944 thiolates Chemical class 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 description 1
ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 1
NUMXHEUHHRTBQT-AATRIKPKSA-N 2,4-dimethoxy-1-[(e)-2-nitroethenyl]benzene Chemical compound COC1=CC=C(\C=C\[N+]([O-])=O)C(OC)=C1 NUMXHEUHHRTBQT-AATRIKPKSA-N 0.000 description 1
WSTYAVZWCKBMAZ-UHFFFAOYSA-N 2-(2-methylprop-1-enylsilylmethoxy)benzoic acid Chemical compound CC(C)=C[SiH2]COC1=CC=CC=C1C(O)=O WSTYAVZWCKBMAZ-UHFFFAOYSA-N 0.000 description 1
RJIXOOWTCNNQQD-UHFFFAOYSA-N 2-[(2-carboxyphenyl)-dimethylsilyl]benzoic acid Chemical compound C=1C=CC=C(C(O)=O)C=1[Si](C)(C)C1=CC=CC=C1C(O)=O RJIXOOWTCNNQQD-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 description 1
SJZRECIVHVDYJC-UHFFFAOYSA-N 4-hydroxybutyric acid Chemical compound OCCCC(O)=O SJZRECIVHVDYJC-UHFFFAOYSA-N 0.000 description 1
ODVBBZFQPGORMJ-UHFFFAOYSA-N 4-nitrobenzylamine Chemical compound NCC1=CC=C([N+]([O-])=O)C=C1 ODVBBZFQPGORMJ-UHFFFAOYSA-N 0.000 description 1
241000238876 Acari Species 0.000 description 1
241000252073 Anguilliformes Species 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
241000283074 Equus asinus Species 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
229910002651 NO3 Inorganic materials 0.000 description 1
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical class OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001447 alkali salts Chemical class 0.000 description 1
125000004450 alkenylene group Chemical group 0.000 description 1
125000006615 aromatic heterocyclic group Chemical group 0.000 description 1
230000001174 ascending effect Effects 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
229920001400 block copolymer Polymers 0.000 description 1
125000002837 carbocyclic group Chemical group 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
BHLKIZCNPYDMOY-UHFFFAOYSA-N chloromethyl(dimethyl)silane Chemical compound C[SiH](C)CCl BHLKIZCNPYDMOY-UHFFFAOYSA-N 0.000 description 1
239000012230 colorless oil Substances 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
239000002826 coolant Substances 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
125000002993 cycloalkylene group Chemical group 0.000 description 1
125000004956 cyclohexylene group Chemical group 0.000 description 1
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
229940113088 dimethylacetamide Drugs 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 1
125000004494 ethyl ester group Chemical group 0.000 description 1
VXNZUUAINFGPBY-UHFFFAOYSA-N ethyl ethylene Natural products CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000000605 extraction Methods 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
238000007429 general method Methods 0.000 description 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
150000002641 lithium Chemical group 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
TWXDDNPPQUTEOV-FVGYRXGTSA-N methamphetamine hydrochloride Chemical compound Cl.CN[C@@H](C)CC1=CC=CC=C1 TWXDDNPPQUTEOV-FVGYRXGTSA-N 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
238000004452 microanalysis Methods 0.000 description 1
DOTMOQHOJINYBL-UHFFFAOYSA-N molecular nitrogen;molecular oxygen Chemical compound N#N.O=O DOTMOQHOJINYBL-UHFFFAOYSA-N 0.000 description 1
150000002828 nitro derivatives Chemical class 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 1
238000010534 nucleophilic substitution reaction Methods 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
150000003376 silicon Chemical class 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000001119 stannous chloride Substances 0.000 description 1
235000011150 stannous chloride Nutrition 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
229920001169 thermoplastic Polymers 0.000 description 1
239000004416 thermosoftening plastic Substances 0.000 description 1
229940071127 thioglycolate Drugs 0.000 description 1
CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical group C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/50—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Silicon Polymers (AREA)

CA236,684A 1974-10-01 1975-09-30 Composes silicies ethyleniques a groupements fonctionnels Expired CA1083167A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR7433041A FR2286832A1 (fr)	1974-10-01	1974-10-01	Composes silicies ethyleniques a groupements fonctionnels
FR7433041		1974-10-01

Publications (1)

Publication Number	Publication Date
CA1083167A true CA1083167A (fr)	1980-08-05

Family

ID=9143628

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA236,684A Expired CA1083167A (fr)	1974-10-01	1975-09-30	Composes silicies ethyleniques a groupements fonctionnels

Country Status (19)

Country	Link
JP (1)	JPS589085B2 (de)
AT (1)	AT339334B (de)
BE (1)	BE834044A (de)
BR (1)	BR7506232A (de)
CA (1)	CA1083167A (de)
CH (1)	CH611907A5 (de)
DD (1)	DD126967A5 (de)
DE (1)	DE2543882C3 (de)
DK (1)	DK439875A (de)
ES (1)	ES441418A1 (de)
FR (1)	FR2286832A1 (de)
GB (1)	GB1517559A (de)
IE (1)	IE42449B1 (de)
IT (1)	IT1043033B (de)
LU (1)	LU73476A1 (de)
NL (1)	NL7511209A (de)
SE (1)	SE426831B (de)
SU (1)	SU612633A3 (de)
ZA (3)	ZA756153B (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2362183A1 (fr) *	1976-08-17	1978-03-17	Rhone Poulenc Ind	Elastomeres thermoplastiques polysiloxaniques
IL59345A0 (en) *	1979-02-13	1980-05-30	M & T Chemicals Inc	Silicone-containing bis-ether and bis-thioether aromatic amines and their manufacture
US5032460A (en) *	1989-08-14	1991-07-16	Minnesota Mining And Manufacturing Company	Method of making vinyl-silicone copolymers using mercapto functional silicone chain-transfer agents and release coatings made therewith
HUE035157T2 (en)	2013-10-18	2018-05-02	Trinseo Europe Gmbh	Vinyl silanes for use in functionalized elastomeric polymers
RU2612261C1 (ru) *	2016-03-29	2017-03-03	ФЕДЕРАЛЬНОЕ ГОСУДАРСТВЕННОЕ БЮДЖЕТНОЕ ОБРАЗОВАТЕЛЬНОЕ УЧРЕЖДЕНИЕ ВЫСШЕГО ОБРАЗОВАНИЯ "КУБАНСКИЙ ГОСУДАРСТВЕННЫЙ УНИВЕРСИТЕТ" (ФГБОУ ВПО "КубГУ")	Способ получения силилкарбаматов

1974
- 1974-10-01 FR FR7433041A patent/FR2286832A1/fr active Granted
1975
- 1975-09-23 NL NL7511209A patent/NL7511209A/xx not_active Application Discontinuation
- 1975-09-26 SU SU752175639A patent/SU612633A3/ru active
- 1975-09-26 BR BR7506232*A patent/BR7506232A/pt unknown
- 1975-09-29 IE IE2115/75A patent/IE42449B1/en unknown
- 1975-09-29 ZA ZA00756153A patent/ZA756153B/xx unknown
- 1975-09-29 ZA ZA00756152A patent/ZA756152B/xx unknown
- 1975-09-29 JP JP50117584A patent/JPS589085B2/ja not_active Expired
- 1975-09-29 ZA ZA00756154A patent/ZA756154B/xx unknown
- 1975-09-30 LU LU73476A patent/LU73476A1/xx unknown
- 1975-09-30 SE SE7510966A patent/SE426831B/xx unknown
- 1975-09-30 BE BE160571A patent/BE834044A/xx not_active IP Right Cessation
- 1975-09-30 CH CH1266175A patent/CH611907A5/xx not_active IP Right Cessation
- 1975-09-30 CA CA236,684A patent/CA1083167A/fr not_active Expired
- 1975-09-30 DK DK439875A patent/DK439875A/da unknown
- 1975-09-30 GB GB40057/75A patent/GB1517559A/en not_active Expired
- 1975-10-01 DE DE2543882A patent/DE2543882C3/de not_active Expired
- 1975-10-01 IT IT27848/75A patent/IT1043033B/it active
- 1975-10-01 DD DD188669A patent/DD126967A5/xx unknown
- 1975-10-01 AT AT750475A patent/AT339334B/de not_active IP Right Cessation
- 1975-10-02 ES ES441418A patent/ES441418A1/es not_active Expired

Also Published As

Publication number	Publication date
FR2286832A1 (fr)	1976-04-30
ZA756154B (en)	1976-09-29
CH611907A5 (en)	1979-06-29
DD126967A5 (de)	1977-08-24
BE834044A (fr)	1976-03-30
ES441418A1 (es)	1977-03-01
AT339334B (de)	1977-10-10
SE7510966L (sv)	1976-04-02
IT1043033B (it)	1980-02-20
GB1517559A (en)	1978-07-12
NL7511209A (nl)	1976-04-05
IE42449L (en)	1976-04-01
FR2286832B1 (de)	1978-12-29
DE2543882C3 (de)	1979-08-02
JPS589085B2 (ja)	1983-02-18
DE2543882B2 (de)	1978-11-16
DK439875A (da)	1976-04-02
AU8527175A (en)	1977-04-07
IE42449B1 (en)	1980-08-13
JPS5163127A (de)	1976-06-01
BR7506232A (pt)	1976-08-03
ZA756153B (en)	1976-09-29
SU612633A3 (ru)	1978-06-25
DE2543882A1 (de)	1976-04-08
LU73476A1 (de)	1976-08-19
ATA750475A (de)	1977-02-15
SE426831B (sv)	1983-02-14
ZA756152B (en)	1976-09-29

Legal Events

Date	Code	Title	Description
1997-08-05	MKEX	Expiry

Publication	Publication Date	Title
JP7684409B2 (ja)	2025-05-27	有機スズ化合物を調製する方法
EP0358584B1 (de)	1992-09-16	Funktionelle Benzalmalonatgruppen enthaltendes Polydiorganosiloxan
EP0195734A2 (de)	1986-09-24	Herstellung von Phosphonatgruppen enthaltenden Herbiziden und von Zwischenprodukten aus Benzoxazinen
JP3124913B2 (ja)	2001-01-15	末端にビニル含有酸アミド基を有するフッ素化ポリエーテルの精製方法
EP0354146B1 (de)	1993-03-10	Dibenzoylmethangruppenhaltiges Diorganopolysiloxan
FR2463148A1 (fr)	1981-02-20	Phenoxyalcoyl alcoxysilanes substitues et leur procede de preparation
CA1072241A (fr)	1980-02-19	Thermoplastic polysiloxanic elastomers_
EP0091851A1 (de)	1983-10-19	Verfahren zur Herstellung von Arylethern, deren beide aromatischen Kerne verschiedene Substituenten tragen
CA1132995A (fr)	1982-10-05	Procede de preparation de polyethers glycidiques de polyphenols
CA1071622A (fr)	1980-02-12	Composes silicies polyethyleniques
EP0045234B1 (de)	1984-05-23	Entalkylierungsverfahren für tertiäre Amine unter Verwendung von alpha-chlorierten Chlorformiaten
IE42449B1 (en)	1980-08-13	Ethylenic silicon compounds with functional groups
JP3213366B2 (ja)	2001-10-02	ケイ皮酸誘導体
EP0104984B1 (de)	1990-05-16	Vinylcarmabate und Herstellungsverfahren
CA1224485A (fr)	1987-07-21	PROCEDE DE PREPARATION DE COMPOSES HALOGENES EN .alpha. D'UN GROUPEMENT ELECTROATTRACTEUR
EP0325881A2 (de)	1989-08-02	Mit Benzyliden-3-substituierte Kampfergruppenenthaltende Polydiorganosiloxane
JP2519601B2 (ja)	1996-07-31	有機けい素化合物
BE665273A (de)	1965-10-01
FR2661412A2 (fr)	1991-10-31	Composes organo silicies materiaux et dispositifs electrooptiques les contenant.
SU740784A1 (ru)	1980-06-15	Способ получени 2-галогенвинилоксиорганосиланов
JPH05230071A (ja)	1993-09-07	ジベンゾイルメタン誘導体
Palominos et al.	1991	PYROTHIOCARBONATES V. SYNTHESIS AND SOME REACTIONS OF S-TRIMETHYLSILYL O-ALKYLDITHIOCARBONATES
FR2761987A1 (fr)	1998-10-16	Nouveaux thiols contenant des groupes amino et leur procede de fabrication
CH652408A5 (fr)	1985-11-15	4-pyrazolyl-phosphite et son procede de fabrication.
CA1211442A (fr)	1986-09-16	Procede pour la preparation de p-acylaminophenol