CA1298430C - Procede pour la preparation de polysilanes - Google Patents

Procede pour la preparation de polysilanes

Info

Publication number: CA1298430C
Authority: CA; Canada
Prior art keywords: polysilanes; general formula; polysilane; process according; rsi
Prior art date: 1988-01-12
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 - Lifetime

Application number

CA000556302A

Other languages

English (en)

Inventor

Roberto Bortolin

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.)

Dow Silicones UK Ltd

Original Assignee

Dow Corning Ltd

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.)

1988-01-12

Filing date

1988-01-12

Publication date

1992-03-31

1988-01-12 Application filed by Dow Corning Ltd filed Critical Dow Corning Ltd

1988-01-12 Priority to CA000556302A priority Critical patent/CA1298430C/fr

1992-03-31 Application granted granted Critical

1992-03-31 Publication of CA1298430C publication Critical patent/CA1298430C/fr

2009-03-31 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

229920000548 poly(silane) polymer Polymers 0.000 title claims abstract description 55
238000000034 method Methods 0.000 title claims description 32
238000002360 preparation method Methods 0.000 title claims description 6
239000007788 liquid Substances 0.000 claims abstract description 15
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 12
229910000077 silane Inorganic materials 0.000 claims abstract description 12
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 11
229910052783 alkali metal Inorganic materials 0.000 claims abstract description 9
150000001340 alkali metals Chemical class 0.000 claims abstract description 9
125000000217 alkyl group Chemical group 0.000 claims abstract description 7
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 6
125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 5
125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 5
125000003118 aryl group Chemical group 0.000 claims abstract description 5
125000005843 halogen group Chemical group 0.000 claims abstract description 4
238000006243 chemical reaction Methods 0.000 claims description 18
125000004429 atom Chemical group 0.000 claims 1
238000004519 manufacturing process Methods 0.000 abstract description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
239000000203 mixture Substances 0.000 description 12
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 11
239000000463 material Substances 0.000 description 10
239000002904 solvent Substances 0.000 description 8
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
239000007787 solid Substances 0.000 description 6
239000000725 suspension Substances 0.000 description 5
KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 4
238000004458 analytical method Methods 0.000 description 4
229910052799 carbon Inorganic materials 0.000 description 4
229910052739 hydrogen Inorganic materials 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
238000005481 NMR spectroscopy Methods 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
125000004435 hydrogen atom Chemical class [H]* 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
150000004756 silanes Chemical class 0.000 description 3
229910052710 silicon Inorganic materials 0.000 description 3
239000004215 Carbon black (E152) Substances 0.000 description 2
239000007818 Grignard reagent Substances 0.000 description 2
229910008045 Si-Si Inorganic materials 0.000 description 2
229910006411 Si—Si Inorganic materials 0.000 description 2
229910001508 alkali metal halide Inorganic materials 0.000 description 2
150000008045 alkali metal halides Chemical class 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
239000000460 chlorine Chemical group 0.000 description 2
238000009833 condensation Methods 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
238000001914 filtration Methods 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
229910052744 lithium Inorganic materials 0.000 description 2
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
229920001296 polysiloxane Polymers 0.000 description 2
239000010909 process residue Substances 0.000 description 2
239000000047 product Substances 0.000 description 2
229910010271 silicon carbide Inorganic materials 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
239000005046 Chlorosilane Substances 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
238000003747 Grignard reaction Methods 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
101100305983 Mus musculus Rom1 gene Proteins 0.000 description 1
229910018540 Si C Chemical group 0.000 description 1
230000002730 additional effect Effects 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
-1 aryl Grignard reagent Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
FQEKAFQSVPLXON-UHFFFAOYSA-N butyl(trichloro)silane Chemical compound CCCC[Si](Cl)(Cl)Cl FQEKAFQSVPLXON-UHFFFAOYSA-N 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
PZPGRFITIJYNEJ-UHFFFAOYSA-N disilane Chemical compound [SiH3][SiH3] PZPGRFITIJYNEJ-UHFFFAOYSA-N 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
150000004795 grignard reagents Chemical class 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
239000011630 iodine Chemical group 0.000 description 1
229910052740 iodine Chemical group 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
239000005055 methyl trichlorosilane Substances 0.000 description 1
JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
239000011368 organic material Substances 0.000 description 1
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
125000003367 polycyclic group Chemical group 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002243 precursor Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011343 solid material Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
BNCXNUWGWUZTCN-UHFFFAOYSA-N trichloro(dodecyl)silane Chemical compound CCCCCCCCCCCC[Si](Cl)(Cl)Cl BNCXNUWGWUZTCN-UHFFFAOYSA-N 0.000 description 1
229940086542 triethylamine Drugs 0.000 description 1
238000005406 washing Methods 0.000 description 1

Landscapes

Silicon Polymers (AREA)

CA000556302A 1988-01-12 1988-01-12 Procede pour la preparation de polysilanes Expired - Lifetime CA1298430C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000556302A CA1298430C (fr)	1988-01-12	1988-01-12	Procede pour la preparation de polysilanes

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000556302A CA1298430C (fr)	1988-01-12	1988-01-12	Procede pour la preparation de polysilanes

Publications (1)

Publication Number	Publication Date
CA1298430C true CA1298430C (fr)	1992-03-31

Family

ID=4137231

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000556302A Expired - Lifetime CA1298430C (fr)	1988-01-12	1988-01-12	Procede pour la preparation de polysilanes

Country Status (1)

Country	Link
CA (1)	CA1298430C (fr)

1988
- 1988-01-12 CA CA000556302A patent/CA1298430C/fr not_active Expired - Lifetime

Legal Events

Date	Code	Title	Description
2003-03-31	MKLA	Lapsed

Publication	Publication Date	Title
US4414403A (en)	1983-11-08	Branched polycarbosilanes and their use in the production of silicon carbide
EP0490401B1 (fr)	1996-06-05	Polysiloxanes céramisables auto-durcissants
CA1231515A (fr)	1988-01-19	Polymeres d'organosilazane preceramiques
US4767876A (en)	1988-08-30	Method for converting organosilicon polymers containing SIH repeat units and organopolysilazane precursors to new and useful preceramic polymers and silicon nitride enriched ceramic materials
US5153295A (en)	1992-10-06	Carbosilane polymer precursors to silicon carbide ceramics
US4472591A (en)	1984-09-18	Hydrosilyl-modified polycarbosilane precursors for silicon carbide
US4783516A (en)	1988-11-08	Polysilane precursors containing olefinic groups for silicon carbide
JPS623112B2 (fr)	1987-01-23
US4550151A (en)	1985-10-29	Organoborosilicon polymer and a method for the preparation thereof
US4800221A (en)	1989-01-24	Silicon carbide preceramic polymers
CA1281477C (fr)	1991-03-12	Methode de conversion de si-h a teneur de polysiloxanes en polymeres preceramiques en materiaux ceramiques nouveau genre et utiles
US4808685A (en)	1989-02-28	Process for the preparation of polysilanes
US4497787A (en)	1985-02-05	Branched polycarbosilanes and their use in the production of silicon carbide
CA1287432C (fr)	1991-08-06	Polymeres preceramiques obtenus a partir de silazanes cycliques et de disilanes halogenes; methode de preparation
EP0052694B1 (fr)	1985-05-29	Polycarbosilanes ramifiés et leur utilisation dans la production de carbure de silicium
JPS63238091A (ja)	1988-10-04	塩素化合物含量の低いアルコキシシランの製法
US5138080A (en)	1992-08-11	Polysilamethylenosilanes and process for their preparation
CA1321598C (fr)	1993-08-24	Polymeres cycliques de silylethynyle et methode pour leur fabrication
JPH0238127B2 (fr)	1990-08-29
US4882450A (en)	1989-11-21	Polysilanes
Uhlig	1998	Convenient approach to novel functional substituted and branched poly (silylenemethylenes)
CA1298429C (fr)	1992-03-31	Polysilanes
US4608242A (en)	1986-08-26	Hydrosilyl-modified polycarbosilane precursors for silicon carbide
JPH075839B2 (ja)	1995-01-25	ポリシラザン系セラミック前駆体組成物とその熱分解により得られるセラミツクス
EP0499408B1 (fr)	1995-05-17	Cyclosilalactames à fonction allyle