BE552382A - - Google Patents
Info
- Publication number
- BE552382A BE552382A BE552382DA BE552382A BE 552382 A BE552382 A BE 552382A BE 552382D A BE552382D A BE 552382DA BE 552382 A BE552382 A BE 552382A
- Authority
- BE
- Belgium
- Prior art keywords
- emi
- silicon
- group
- molecule
- phosphorus
- Prior art date
Links
- -1 polysiloxane group Polymers 0.000 claims description 50
- 239000000203 mixture Substances 0.000 claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 34
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 29
- 229910052698 phosphorus Inorganic materials 0.000 claims description 28
- 229920001296 polysiloxane Polymers 0.000 claims description 27
- 229910052710 silicon Inorganic materials 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 18
- 239000010703 silicon Substances 0.000 claims description 18
- 150000002148 esters Chemical class 0.000 claims description 14
- 125000004437 phosphorous atom Chemical group 0.000 claims description 14
- 239000011574 phosphorus Substances 0.000 claims description 14
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 12
- 230000007935 neutral effect Effects 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 9
- 239000002210 silicon-based material Substances 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 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 7
- 125000001188 haloalkyl group Chemical group 0.000 claims description 6
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000003106 haloaryl group Chemical group 0.000 claims description 3
- 150000003017 phosphorus Chemical class 0.000 claims description 3
- 150000003385 sodium Chemical class 0.000 claims description 3
- LTIIUZIHOLBHPD-UHFFFAOYSA-N (4-diphenoxyphosphorylphenyl)-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](O[Si](C)(C)C)(C1=CC=C(C=C1)P(OC1=CC=CC=C1)(=O)OC1=CC=CC=C1)C LTIIUZIHOLBHPD-UHFFFAOYSA-N 0.000 claims description 2
- 239000007818 Grignard reagent Substances 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 claims description 2
- 150000005690 diesters Chemical class 0.000 claims description 2
- QLZHNIAADXEJJP-UHFFFAOYSA-L dioxido-oxo-phenyl-$l^{5}-phosphane Chemical compound [O-]P([O-])(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-L 0.000 claims description 2
- HPZWOMKICFYAFV-UHFFFAOYSA-N diphenoxyphosphorylmethyl-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](O[Si](C)(C)C)(C)CP(OC1=CC=CC=C1)(OC1=CC=CC=C1)=O HPZWOMKICFYAFV-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 150000004795 grignard reagents Chemical class 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 229940116254 phosphonic acid Drugs 0.000 claims 1
- 230000001050 lubricating effect Effects 0.000 description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 19
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- 238000010992 reflux Methods 0.000 description 10
- 238000009835 boiling Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 238000004821 distillation Methods 0.000 description 6
- 150000002430 hydrocarbons Chemical group 0.000 description 6
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
- VZVRRIPDAFQTIB-UHFFFAOYSA-N diethoxyphosphorylmethyl-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](O[Si](C)(C)C)(C)CP(OCC)(OCC)=O VZVRRIPDAFQTIB-UHFFFAOYSA-N 0.000 description 5
- 239000011777 magnesium Substances 0.000 description 5
- 229910052749 magnesium Inorganic materials 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 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 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- VVTTVLSTDASIKT-UHFFFAOYSA-N (4-bromophenyl)-dimethyl-trimethylsilyloxysilane Chemical compound BrC1=CC=C(C=C1)[Si](O[Si](C)(C)C)(C)C VVTTVLSTDASIKT-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- BHIIGRBMZRSDRI-UHFFFAOYSA-N [chloro(phenoxy)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(=O)(Cl)OC1=CC=CC=C1 BHIIGRBMZRSDRI-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- RRRZZGIBJAXUIT-UHFFFAOYSA-N dicyclohexyloxyphosphorylmethyl-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](O[Si](C)(C)C)(C)CP(OC1CCCCC1)(OC1CCCCC1)=O RRRZZGIBJAXUIT-UHFFFAOYSA-N 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- QBWNVFODALOOMM-UHFFFAOYSA-N (4-bromophenyl)-[dimethyl(phenyl)silyl]oxy-dimethylsilane Chemical compound BrC1=CC=C(C=C1)[Si](O[Si](C1=CC=CC=C1)(C)C)(C)C QBWNVFODALOOMM-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- ITVPBBDAZKBMRP-UHFFFAOYSA-N chloro-dioxido-oxo-$l^{5}-phosphane;hydron Chemical compound OP(O)(Cl)=O ITVPBBDAZKBMRP-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4021—Esters of aromatic acids (P-C aromatic linkage)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Lubricants (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB31732/55A GB815231A (en) | 1955-11-07 | New silicon-containing compounds and the use thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE552382A true BE552382A (d) |
Family
ID=10327563
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE552382D BE552382A (d) | 1955-11-07 |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE552382A (d) |
| DE (1) | DE1066198B (d) |
| FR (1) | FR1161282A (d) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3019248A (en) * | 1958-12-23 | 1962-01-30 | Union Carbide Corp | Process for making phosphorus-containing organosilicon compounds |
-
0
- DE DENDAT1066198D patent/DE1066198B/de active Pending
- BE BE552382D patent/BE552382A/fr unknown
-
1956
- 1956-10-31 FR FR1161282D patent/FR1161282A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1066198B (d) | |
| FR1161282A (fr) | 1958-08-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0358584A1 (fr) | Diorganopolysiloxane à fonction benzalmalonate | |
| FR2611729A1 (fr) | Procede de preparation d'un organopolysiloxane a fonction acrylate et/ou methacrylate | |
| FR2559769A1 (fr) | Procede de preparation de para acyloxybenzenesulfonate par catalyse basique | |
| US3155634A (en) | Fluoro-organic acid catalyzed condensation of siloxanols | |
| BE552382A (d) | ||
| FR2559768A1 (fr) | Procede de preparation de para-acyloxybenzenesulfonate par catalyse acide | |
| EP2049471B1 (fr) | Procede de preparation d'un anhydride d'acide sulfonique | |
| EP0171307B1 (fr) | Procédé de fabrication de composés silylmétallocènes et composés obtenus par ce procédé | |
| FR2579598A1 (fr) | Procede de preparation des halogenes de silylaroyle et produits ainsi obtenus | |
| EP0562912A1 (fr) | Produits colloidaux surbasés contenant du soufre organique et leur utilisation comme additifs détergents à action antiusure et extrême-pression dans les huiles lubrifiantes | |
| US2228268A (en) | Cyclic acyloins and process for producing them | |
| FR2731227A1 (fr) | Catalyseur d'equilibrage des silicones et procede de polycondensation et/ou de rearrangement utilisant un tel catalyseur | |
| FR2472587A1 (fr) | Procede de neutralisation de composes halogeno-silicones | |
| CH403738A (fr) | Procédé de préparation de nitriles | |
| FR3016166A1 (fr) | Procede de fabrication du bromo methyl cyclopropane et du bromo methyl cyclobutane | |
| BE476174A (d) | ||
| BE502052A (d) | ||
| EP0341124A1 (fr) | Procédé de préparation de dérivés fluorés fonctionnels | |
| BE559691A (d) | ||
| BE478954A (d) | ||
| BE553606A (d) | ||
| CA2468863A1 (fr) | Procede de preparation de polyorganosiloxanes (pos) par polycondensation/redistribution d'oligosiloxanes, en presence d'une superbase et superbases employees | |
| BE491765R (d) | ||
| BE484465A (d) | ||
| BE484771A (d) |