FR2518099A1 - HYDROLYSIS PROCESS FOR CHLOROSILANES - Google Patents
HYDROLYSIS PROCESS FOR CHLOROSILANES Download PDFInfo
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- FR2518099A1 FR2518099A1 FR8220922A FR8220922A FR2518099A1 FR 2518099 A1 FR2518099 A1 FR 2518099A1 FR 8220922 A FR8220922 A FR 8220922A FR 8220922 A FR8220922 A FR 8220922A FR 2518099 A1 FR2518099 A1 FR 2518099A1
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- Prior art keywords
- hydrochloric acid
- hydrolysis
- water
- aqueous solution
- chlorosilane
- Prior art date
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- 230000007062 hydrolysis Effects 0.000 title claims abstract description 23
- 238000006460 hydrolysis reaction Methods 0.000 title claims abstract description 23
- 239000005046 Chlorosilane Substances 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 title claims abstract description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 57
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 12
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 claims abstract description 10
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 claims abstract description 9
- -1 polysiloxane Polymers 0.000 claims description 14
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000005903 acid hydrolysis reaction Methods 0.000 claims 1
- DKAGJZJALZXOOV-UHFFFAOYSA-N hydrate;hydrochloride Chemical compound O.Cl DKAGJZJALZXOOV-UHFFFAOYSA-N 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract description 2
- 238000011084 recovery Methods 0.000 abstract description 2
- BHCBLTRDEYPMFZ-UHFFFAOYSA-N 5-acetamido-1-n,3-n-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide Chemical compound CC(=O)NC1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I BHCBLTRDEYPMFZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 239000000413 hydrolysate Substances 0.000 abstract 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000001367 organochlorosilanes Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 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
- C08G77/04—Polysiloxanes
- C08G77/06—Preparatory processes
-
- 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
- C07F7/0872—Preparation and treatment thereof
- C07F7/0874—Reactions involving a bond of the Si-O-Si linkage
-
- 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
- C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Polymers (AREA)
Abstract
PROCEDE SUPPRIMANT LA NECESSITE D'UN APPORT IMPORTANT D'ENERGIE POUR LA RECUPERATION DU CHLORURE D'HYDROGENE. IL CONSISTE A HYDROLYSER DU CHLOROSILANE EN PRESENCE D'UNE QUANTITE D'EAU PRATIQUEMENT STOECHIOMETRIQUE POUR PRODUIRE ESSENTIELLEMENT LE MEME HYDROLYSAT DE POLYSILOXANES. APPLICATION A L'HYDROLYSE DU DIMETHYLDICHLOROSILANE.PROCEDURE ELIMINATING THE NEED FOR A SIGNIFICANT ENERGY SUPPLY FOR THE RECOVERY OF HYDROGEN CHLORIDE. IT CONSISTS OF HYDROLYZING CHLOROSILANE IN THE PRESENCE OF A QUANTITY OF PRACTICALLY STOECHIOMETRIC WATER TO PRODUCE ESSENTIALLY THE SAME HYDROLYSATE OF POLYSILOXANES. APPLICATION TO THE HYDROLYSIS OF DIMETHYLDICHLOROSILANE.
Description
e i 8 aéo',? ie i 8 aéo ',? i
La présente invention concerne l'hydrolyse de chloro- The present invention relates to the hydrolysis of chlorinated
silanes, en particulier d'organochlorosilanes, dans une quan- silanes, in particular organochlorosilanes, in a
tité stoéchiométrique d'eau pour produire un hydrolysat de stoichiometric amount of water to produce a hydrolyzate of
polysiloxanes et de l'acide chlorhydrique anhydre La présen- polysiloxanes and anhydrous hydrochloric acid.
te invention concerne plus particulièrement l'hydrolyse du diméthyldichlorosilane ayant pour résultat la production d'un hydrolysat de polydiméthylsiloxanes, d'acide chlorhydrique the invention more particularly relates to the hydrolysis of dimethyldichlorosilane resulting in the production of a hydrolyzate of polydimethylsiloxanes, hydrochloric acid
anhydre et d'une solution aqueuse saturée d'acide chlorhydri- anhydrous solution and a saturated aqueous solution of hydrochloric acid
que que l'on peut recycler.that we can recycle.
Antérieurement à la présente invention, on hydroly- Prior to the present invention, hydrolysis is
sait le diméthyldichlorosilane en présence d'un excès d'eau pour produire un hydrolysat de polydiméthylsiloxanes composé known dimethyldichlorosilane in the presence of excess water to produce a polydimethylsiloxane hydrolyzate compound
essentiellement d'une quantité prédominante de polydiméthyl- essentially a predominant amount of polydimethyl
cyclosiloxaneset d'un polydiméthylsiloxane à terminaisons si- cyclosiloxanes and a polydimethylsiloxane with
lanol essentiellement linéaire Il se formait également une essentially linear lanol It was also forming a
solution aqueuse d'acide chlorhydrique qui contenait une quan- aqueous solution of hydrochloric acid which contained a
tité importante d'acide chlorhydrique récupérable que l'on pouvait utiliser pour transformer le méthanol en chlorure de méthylène utilisé dans le procédé direct de fabrication du significant amount of recoverable hydrochloric acid that could be used to convert methanol to methylene chloride used in the direct
diméthyldichlorosilane.dimethyldichlorosilane.
Pour récupérer l'acide chlorhydrique à partir de l'aci- To recover hydrochloric acid from the acid
de chlorhydrique aqueux, on utilisait un procédé qui consis- aqueous hydrochloric acid, a process was used which
tait à distiller le mélange pour produire un azéotrope HC 1-H 20 was to distill the mixture to produce an HC 1 -H 20 azeotrope
passant à point fixe, ainsi que de l'acide chlorhydrique anhy- passing fixed point, as well as anhydrous hydrochloric acid
dre La distillation demande une quantité importante d'énergie pour la récupération de tout l'acide chlorhydrique disponible formé au cours de l'hydrolyse du diméthyldichlorosilane Dans "An Introduction to the Chemisty of the Silicones, 2nd Edition, ( 1951)" (Introduction à la chimie des silicones, 2 ème édition, ( 1951), John Wiley & Sons, Inc, New York, E G Rochow indique que si l'apport d'eau est insuffisant et que l'on n'utilise pas de solvant mutuel, une partie du diméthyldichlorosilane s'hydrolyse complètement en polydiméthylsiloxaneset une partie ne réagit pas du tout ou se retrouve finalement sous la forme Distillation requires a significant amount of energy for the recovery of all available hydrochloric acid formed during the hydrolysis of dimethyldichlorosilane. In "An Introduction to the Chemisty of the Silicones, 2nd Edition, (1951)" (Introduction to Silicone Chemistry, 2nd Edition, (1951), John Wiley & Sons, Inc., New York, EG Rochow states that if the water supply is insufficient and that one does not use mutual solvent, a part of the dimethyldichlorosilane is completely hydrolyzed to polydimethylsiloxanes and a part does not react at all or finally ends up in
d'un polysiloxane linéaire terminé par des atomes d'halogène. of a linear polysiloxane terminated by halogen atoms.
-5 18039-5 18039
De plus, si on met en oeuvre l'hydrolyse en présence d'un In addition, if the hydrolysis is carried out in the presence of a
excès d'eau, l'exothermicité de la réaction produit des quan- excess of water, the exothermicity of the reaction produces quantities
tités importantes de chaleur qui peuvent engendrer des diffi- significant amounts of heat that can cause
cultés opératoires dans des cas particuliers. in particular cases.
La présente invention repose sur la découverte que The present invention is based on the discovery that
si on utilise de l'eau en quantité pratiquement stoéchiomé- if water is used in practically stoichiometric
trique pour l'hydrolyse du diméthyldichlorosilane, il se for- for the hydrolysis of dimethyldichlorosilane, it is
me directement de l'acide chlorhydrique anhydre ainsi qu'une solution saturée d'acide chlorhydrique et d'eau On a encore me directly anhydrous hydrochloric acid and a saturated solution of hydrochloric acid and water We still
découvert qu'on avait avantage à recycler la solution aqueu- discovered that it was advantageous to recycle the aqueous solution
se saturée en acide chlorhydrique au réacteur d'hydrolyse. saturated with hydrochloric acid in the hydrolysis reactor.
De plus, on a trouvé que le polydiméthylsiloxane résultant était essentiellement le même que celui que l'on obtenait par In addition, it was found that the resulting polydimethylsiloxane was essentially the same as that which was obtained by
le procédé de l'art antérieur, en utilisant un excès d'eau. the method of the prior art, using an excess of water.
Quiplus est le procédé de la présente invention produit de Quiplus is the process of the present invention produced from
l'acide chlorhydrique anhydre qui se sépare du mélange d'hy- anhydrous hydrochloric acid which separates from the mixture of hy-
drolyse lorsqu'il se forme pendant la réaction En quelques drolysis when formed during the reaction
mots, on utilise le réacteur à la fois comme plateau de dis- words, the reactor is used both as a
tillation théorique et comme réacteur d'hydrolyse du chloro- theoretical distillation and chlorine hydrolysis reactor
silane.silane.
L'invention concerne une modification du procédé The invention relates to a modification of the process
d'hydrolyse de chlorosilanes comprenant l'hydrolyse de chloro- hydrolysis of chlorosilanes comprising the hydrolysis of
silane dans de l'eau en excès stoechiométrique pour produire un hydrolysat de polysiloxanes et une solution aqueuse d'acide chlorhydrique, dans lequel on recycle l'acide chlorhydrique silane in stoichiometric excess water to produce a polysiloxane hydrolyzate and an aqueous hydrochloric acid solution, wherein the hydrochloric acid is recycled
en chauffant la solution aqueuse d'acide chlorhydrique résul- by heating the resulting aqueous hydrochloric acid solution
tante obtenue pendant l'hydrolyse pour former un azéotrope aunt obtained during hydrolysis to form an azeotrope
H Cl-eau passant à point fixe et de l'acide chlorhydrique anhy- H Cl-water passing fixed point and hydrochloric acid anhy-
dre, ce qui nécessite un apport d'énergie important, modifica- dre, which requires a significant energy input, modification
tion qui consiste à hydrolyser le chlorosilane en présence which involves hydrolysing chlorosilane in the presence of
d'une quantité d'eau pratiquement stoechiométrique pour pro- an almost stoichiometric amount of water for
duire essentiellement le même hydrolysat de polysiloxanes, de l'acide chlorhydrique anhydre et une solution aqueuse saturée d'acide chlorhydrique, supprimant la nécessité d'un apport essentially the same hydrolyzate of polysiloxanes, anhydrous hydrochloric acid and a saturated aqueous solution of hydrochloric acid, eliminating the need for
d'énergie important.important energy.
La suite de la description se réfère à la figure an- The rest of the description refers to the figure
nexée, dans laquelle on a représenté en 10 un réacteur d'hy- nexée, in which a reactor of hybrid
drolyse qui alimente un séparateur de phase 20 et un réser- drolysis which supplies a phase separator 20 and a reservoir
voir de stockage 30 qui peut servir pour le recyclage de la solution aqueuse concentrée d'acide chlorhydrique au produit see storage which can be used for recycling the concentrated aqueous solution of hydrochloric acid to the product.
d'alimentation aqueux On peut également utiliser des réser- Aqueous feed can also be used.
voirs de stockage multiples, non représentés. multiple storage views, not shown.
On introduit, plus particulièrement, de l'eau dans le réacteur d'hydrolyse en 12 et du chlorosilane en il, à des In particular, water is introduced into the hydrolysis reactor at 12 and chlorosilane at
débits suffisants pour maintenir un rapport à peu près stoé- flows sufficient to maintain a nearly stable ratio
chiométrique entre les produits d'alimentation On peut par exemple maintenir un rapport molaire de D 1/2 dans le for example, it is possible to maintain a molar ratio of D 1/2 in the
H 20 4/H 20 4 /
mélange d'alimentation, si D représente le diméthyldichlo- feed mixture, if D is dimethyldichloro
rosilane Le chlorosilane que l'on peut utiliser dans la mise en pratique de l'invention peut répondre à la formule, (R)a(H) Si X 4-(a+b)' dans laquelle, R représente un radical hydrocarboné en Ci C 6 choisi parmi les groupes alkyles et aryles, a représente un entier compris entre I et 3 inclus, b représente un nombre entier compris entre O et 2 inclus et la somme de a et de b The chlorosilane which may be used in the practice of the invention may be of the formula, (R) a (H) Si X 4- (a + b) 'wherein R represents a hydrocarbon radical in which C 6 C selected from alkyl and aryl groups, a represents an integer between I and 3 inclusive, b represents an integer between O and 2 inclusive and the sum of a and b
est égale à 3 On peut citer parmi 'Les radicaux que peut repré- is equal to 3 We can quote among 'The radicals that can represent
senter R par exemple, les groupes méthyle, éthyle, propyle, phényle, etc, qui peuvent être identiques ou différents for example, methyl, ethyl, propyl, phenyl, etc., which may be the same or different
lorsque a est supérieur t 1.when a is greater than 1.
Il se produit une réaction immédiate lorsqu'on met en contact le chlorosilane et l'eau On peut toutefois utiliser une température comprise entre environ 250 C et 650 C avec un temps de séjour qui peut être compris entre environ 0,1 et environ 20 minutes, en agitant le mélange, par exemple avec There is an immediate reaction when the chlorosilane is brought into contact with the water. However, a temperature of between about 250 ° C. and 650 ° C. can be used with a residence time which can be between about 0.1 and about 20 minutes. stirring the mixture, for example with
un agitateur tournant, etc On peut utiliser, si on le sou- a rotating stirrer, etc. It can be used, if it is
haite, des temps de réaction plus courts ou plus longs On récupère l'hydrolysat de polysiloxanes en 21, et on sépare la solution d'acide chlorhydrique aqueuse saturée en 22 et on l'introduit dans le réservoir de stockage 30 Dans le cas o For shorter or longer reaction times, the polysiloxane hydrolyzate is recovered at 21, and the saturated aqueous hydrochloric acid solution is separated at 22 and introduced into the storage tank.
1809918099
on recycle la solution d'acide chlorhydrique aqueuse saturée, the saturated aqueous hydrochloric acid solution is recycled,
on l'introduit par la canalisation 31 dans le produit d'ali- it is introduced via line 31 into the feed product
mentation aqueux qui pénètre dans le réacteur d'hydrolyse. aqueous solution which enters the hydrolysis reactor.
On peut soutirer de l'acide chlorhydrique anhydre en 14 et également en 23 et en 32 pour un traitement ultérieur. Anhydrous hydrochloric acid can be withdrawn at 14 and also at 23 and 32 for further processing.
Pour que l'homme de l'art soit mieux à même de met- So that the person skilled in the art is better able to
tre l'invention en pratique, on donne les exemples suivants In practice, the following examples are given:
dans le but d'illustrer l'invention et ils ne sont pas sup- in order to illustrate the invention and they are not sup-
posés la limiter de quelque manière que ce soit. posed to limit it in any way.
Exemple 1.Example 1
On a introduit du diméthyldichlorosilane ou "D" et de l'eau dans un réacteur d'hydrolyse en continu maintenu à Dimethyldichlorosilane or "D" and water were introduced into a continuous hydrolysis reactor maintained at room temperature.
environ 250 C Pour un temps de séjour moyen des produits li- approximately 250 C For an average residence time of the products
quides d'environ 5 minutes et un rapport molaire constant des about 5 minutes and a constant molar ratio of
produits d'alimentation D/eau de 1: 2, on obtenait une com- D / water feed products of 1: 2, we obtained a
position de l'hydrolysat en régime permanent correspondant à environ 51,1 % d'octaméthyltétracyclosiloxane (D 4) et environ 64,4 % de polysiloxanes cycliques, au total Pendant le même essai, environ 66,2 pour cent de la teneur totale en chlore de D s'est dégagé sous la forme de HC 1 anhydre, 27,6 % sortant steady-state hydrolyzate position corresponding to about 51.1% octamethyltetracyclosiloxane (D 4) and about 64.4% cyclic polysiloxanes, in total During the same test, about 66.2 percent of the total D chlorine was released as anhydrous HC 1, 27.6% exiting
sous la forme d'HC 1 aqueux que l'on pouvait récupérer en recy- in the form of aqueous HCl which could be recovered by recycle
clant ce courant aqueux au réacteur d'hydrolyse. this aqueous stream to the hydrolysis reactor.
Exemple 2Example 2
Dans un essai similaire à celui de l'Exemple 1, mais dans lequel on maintenait la température à environ 600 C, avec un temps de séjour moyen des produits liquides d'environ 15 minutes, environ 87 % de la teneur totale en chlore de D s'est dégagé sous la forme de H Cl anhydre, environ 12,5 % sortant sous la forme d'HC 1 aqueux On obtenait une composition de l'hydrolysat en régime permanent correspondant à environ 40 % In an experiment similar to that of Example 1, but in which the temperature was maintained at about 600 ° C, with an average residence time of liquid products of about 15 minutes, about 87% of the total chlorine content of D was released as anhydrous HCl, about 12.5% leaving as aqueous HCl. A steady-state hydrolyzate composition of about 40% was obtained.
de D 4 et à 50 % de polysiloxanes cycliques, au total. of D 4 and 50% cyclic polysiloxanes, in total.
Exemple 3Example 3
Dans cet essai, on a introduit du diméthyldichlorosi- In this test, dimethyldichlorosi-
lane et un courant d'HC 1 à 37 % en poids dans un réacteur d'hydrolyse continu maintenu à environ 600 C Pour un temps de séjour moyen des produits liquides d'environ 12 minutes et and a stream of HC 1 at 37% by weight in a continuous hydrolysis reactor maintained at about 600 C. For an average residence time of liquid products of about 12 minutes and
un rapport molaire des produits d'alimentation D/eau main- a molar ratio of the feed D / water products
tenu à 1: 4, on a obtenu un hydrolysat comprenant 52 % de D 4 et 73 ô de composés cycliques, au total On observait, en même temps, un dégagement d'HC 1 anhydre correspondant à près de 66 % de la teneur totale en chlore de D. maintained at 1: 4, a hydrolyzate of 52% D 4 and 73% cyclic compounds was obtained. A total anhydrous HC 1 was obtained at the same time, corresponding to about 66% of the total content. in chlorine of D.
ú 518 Q 99ú 518 Q 99
Claims (4)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33034781A | 1981-12-14 | 1981-12-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2518099A1 true FR2518099A1 (en) | 1983-06-17 |
Family
ID=23289362
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8220922A Withdrawn FR2518099A1 (en) | 1981-12-14 | 1982-12-14 | HYDROLYSIS PROCESS FOR CHLOROSILANES |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS58126893A (en) |
| DE (1) | DE3244500A1 (en) |
| FR (1) | FR2518099A1 (en) |
| GB (1) | GB2112407B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0485977A2 (en) * | 1990-11-14 | 1992-05-20 | Dow Corning Corporation | Preparation of polyorganosiloxanes with controlled low-levels of hydroxy substitution |
| EP0561554A1 (en) * | 1992-03-17 | 1993-09-22 | General Electric Company | Hydrogen chloride recovery process |
| EP0658588A1 (en) * | 1993-12-16 | 1995-06-21 | Wacker-Chemie GmbH | Process for preparing polydimethylsiloxanes |
| EP0881248A2 (en) * | 1997-05-28 | 1998-12-02 | Shin-Etsu Chemical Co., Ltd. | Continuous hydrolysis of organochlorosilanes |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4497942A (en) * | 1983-12-14 | 1985-02-05 | General Electric Company | Process for hydrolyzing chlorosilanes |
| JPH028223A (en) * | 1988-06-27 | 1990-01-11 | Toshiba Silicone Co Ltd | Hydrolysis of organochlorosilane |
| JP3644703B2 (en) * | 1993-08-18 | 2005-05-11 | 信越化学工業株式会社 | Method for producing cyclic dimethylpolysiloxane |
| DE10146390B4 (en) * | 2001-09-20 | 2006-08-10 | Wacker Chemie Ag | Wastewater-free production of polyorganosiloxanes |
| DE10340887B4 (en) * | 2003-09-04 | 2005-01-05 | Wacker-Chemie Gmbh | Process for the preparation of disiloxanes |
| US7306504B2 (en) | 2004-07-12 | 2007-12-11 | Spin Master, Ltd. | Transformable toy |
| CN101133068B (en) | 2005-03-29 | 2012-11-07 | 陶氏康宁公司 | Chlorosilanes of reactive distillation |
| JP4859206B2 (en) | 2006-02-20 | 2012-01-25 | 株式会社セガ トイズ | toy |
| US8674129B2 (en) * | 2010-12-17 | 2014-03-18 | Dow Corning Corporation | Method of making a diorganodihalosilane |
| US9422316B2 (en) | 2012-10-16 | 2016-08-23 | Dow Corning Corporation | Method of preparing halogenated silahydrocarbylenes |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1077230A (en) * | 1952-04-11 | 1954-11-05 | Thomson Houston Comp Francaise | Hydrolysis of organohalosilanes in continuous operation |
| US2901460A (en) * | 1956-02-07 | 1959-08-25 | Gen Electric | Halosilane hydrolysis with tetrahydrofuran and water |
| US3763212A (en) * | 1972-02-04 | 1973-10-02 | Gen Electric | Hydrolysis of alkylalkenyldichlorosilane |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2381366A (en) * | 1942-10-29 | 1945-08-07 | Gen Electric | Organo-dihalogenosiloxanes |
| US2483963A (en) * | 1948-11-24 | 1949-10-04 | Dow Corning | Production of organosiloxanes |
| US2758124A (en) * | 1952-04-11 | 1956-08-07 | Gen Electric | Continuous hydrolysis of organohalogenosilanes |
| US3983148A (en) * | 1975-08-29 | 1976-09-28 | Union Carbide Corporation | Process for producing cyclic siloxanes |
| US4221691A (en) * | 1979-02-16 | 1980-09-09 | Dow Corning Corporation | Method of hydrolyzing chlorosilanes |
-
1982
- 1982-11-19 GB GB08233095A patent/GB2112407B/en not_active Expired
- 1982-12-02 DE DE19823244500 patent/DE3244500A1/en not_active Withdrawn
- 1982-12-13 JP JP21712082A patent/JPS58126893A/en active Granted
- 1982-12-14 FR FR8220922A patent/FR2518099A1/en not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1077230A (en) * | 1952-04-11 | 1954-11-05 | Thomson Houston Comp Francaise | Hydrolysis of organohalosilanes in continuous operation |
| US2901460A (en) * | 1956-02-07 | 1959-08-25 | Gen Electric | Halosilane hydrolysis with tetrahydrofuran and water |
| US3763212A (en) * | 1972-02-04 | 1973-10-02 | Gen Electric | Hydrolysis of alkylalkenyldichlorosilane |
Non-Patent Citations (1)
| Title |
|---|
| METHODEN DER ORGANISCHEN CHEMIE, HOUBEN-WEYL, volume XIII/5, 1980, page 149 * |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0485977A2 (en) * | 1990-11-14 | 1992-05-20 | Dow Corning Corporation | Preparation of polyorganosiloxanes with controlled low-levels of hydroxy substitution |
| EP0485977A3 (en) * | 1990-11-14 | 1992-10-21 | Dow Corning Corporation | Preparation of polyorganosiloxanes with controlled low-levels of hydroxy substitution |
| EP0561554A1 (en) * | 1992-03-17 | 1993-09-22 | General Electric Company | Hydrogen chloride recovery process |
| EP0658588A1 (en) * | 1993-12-16 | 1995-06-21 | Wacker-Chemie GmbH | Process for preparing polydimethylsiloxanes |
| US5476916A (en) * | 1993-12-16 | 1995-12-19 | Wacker-Chemie Gmbh | Process for preparing polydimethylsiloxanes |
| EP0881248A2 (en) * | 1997-05-28 | 1998-12-02 | Shin-Etsu Chemical Co., Ltd. | Continuous hydrolysis of organochlorosilanes |
| EP0881248A3 (en) * | 1997-05-28 | 2000-02-23 | Shin-Etsu Chemical Co., Ltd. | Continuous hydrolysis of organochlorosilanes |
| US6225490B1 (en) | 1997-05-28 | 2001-05-01 | Shin-Etsu Chemical Co., Ltd. | Continuous hydrolysis of organochlorosilanes |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2112407A (en) | 1983-07-20 |
| DE3244500A1 (en) | 1983-06-23 |
| GB2112407B (en) | 1985-06-19 |
| JPS58126893A (en) | 1983-07-28 |
| JPS6332357B2 (en) | 1988-06-29 |
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