GB948133A - Organic silicate materials - Google Patents
Organic silicate materialsInfo
- Publication number
- GB948133A GB948133A GB40478/59A GB4047859A GB948133A GB 948133 A GB948133 A GB 948133A GB 40478/59 A GB40478/59 A GB 40478/59A GB 4047859 A GB4047859 A GB 4047859A GB 948133 A GB948133 A GB 948133A
- Authority
- GB
- United Kingdom
- Prior art keywords
- product
- group
- alkyl
- atoms
- silicate
- Prior art date
- 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
Links
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 title abstract 3
- 239000000047 product Substances 0.000 abstract 11
- -1 oxirane compound Chemical class 0.000 abstract 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 3
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 239000007859 condensation product Substances 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 150000004760 silicates Chemical class 0.000 abstract 3
- 239000000377 silicon dioxide Substances 0.000 abstract 3
- 239000000725 suspension Substances 0.000 abstract 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 239000011230 binding agent Substances 0.000 abstract 2
- 239000011449 brick Substances 0.000 abstract 2
- 229910010293 ceramic material Inorganic materials 0.000 abstract 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 abstract 2
- 239000003995 emulsifying agent Substances 0.000 abstract 2
- 239000000314 lubricant Substances 0.000 abstract 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 239000004753 textile Substances 0.000 abstract 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 abstract 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 abstract 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 abstract 1
- OCSVVTXYASFRPW-UHFFFAOYSA-N 2-aminoethanol;silicic acid Chemical compound NCCO.O[Si](O)(O)O OCSVVTXYASFRPW-UHFFFAOYSA-N 0.000 abstract 1
- KVAYTVAPWUDIIF-UHFFFAOYSA-N 2-trihydroxysilyloxyethanamine Chemical compound NCCO[Si](O)(O)O KVAYTVAPWUDIIF-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- 239000005642 Oleic acid Substances 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002431 aminoalkoxy group Chemical group 0.000 abstract 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 229920005549 butyl rubber Polymers 0.000 abstract 1
- 239000004203 carnauba wax Substances 0.000 abstract 1
- 235000013869 carnauba wax Nutrition 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 229960002380 dibutyl phthalate Drugs 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000001804 emulsifying effect Effects 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 238000005495 investment casting Methods 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- 229940057995 liquid paraffin Drugs 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000004200 microcrystalline wax Substances 0.000 abstract 1
- 235000019808 microcrystalline wax Nutrition 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 150000002924 oxiranes Chemical class 0.000 abstract 1
- 125000000466 oxiranyl group Chemical group 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 229910052851 sillimanite Inorganic materials 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/04—Esters of silicic acids
-
- 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
- C08G77/02—Polysilicates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/104—Aromatic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/106—Naphthenic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/02—Esters of silicic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/46—Textile oils
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Compounds (AREA)
Abstract
A condensation product of an aminoalkyl-silicate and an oxirane compound of the formula <FORM:0948133/C1/1> wherein R and R1 each represent hydrogen, an aliphatic group of 1 to 6 C atoms, or a phenyl, alkylphenyl or benzyl group (see Division C3), is used as a binder for ceramic materials in making refractory bricks and crucibles. In examples, crucibles obtained by moulding mixtures of sillimanite and the product of Example 1 (c) (25, 26) or the product of Example 5 (29) were allowed to dry at room temperature and then fired at 1300 DEG C.ALSO:A condensation product is made by reacting an aminoalkylsilicate with an oxirane compound of the formula <FORM:0948133/C3/1> wherein R and R1 each represent hydrogen, a saturated or unsaturated aliphatic group of 1 to 6 C atoms, a phenyl, alkyl-phenyl (1 to 6 C atoms in the alkyl radical) or a benzyl group, with or without substituents which are not reactive with an amino group of the silicate, to effect condensation of the oxirane group of the oxirane compound with the amino group of the silicate oxirane compounds specified are ethylene, 1,2-propylene, styrene, 1,2-butylene, 2,3-butylene and octylene oxides, glycidol, allylglycidyl ether and 1,2-epoxy-3-phenoxy-propane. The silicates used can be ortho- and/or poly-silicates in which the aminoalkoxy groups are derived from an aminoalcohol of the formula R4NH,R5, wherein R4 is a hydroxy-alkyl group containing 1 to 6 C atoms and R5 is H or an alkyl or mono-hydroxyalkyl group of 1 to 6 C atoms; the silicates may also contain alkoxy groups. The reaction is preferably effected at or near the boiling point of the reaction mixture and under anhydrous conditions. In examples various oxirane compounds are reacted with aminoalkylorthosilicates (4,9 - 11,14-16,18 - 22 and 24), aminoalkylpolysilicates (1 - 3 and 5 - 8) or mixtures of the ortho-and polysilicates (12,13, 17 and 23). Uses: the products can be used as emulsifying agents in the preparation of textile yarn lubricants and polishes (Examples 27,28, and 30-35) and as binders for ceramic materials in making moulds in investment casting processes or refractory bricks and crucibles (Examples 25, 26 and 29). The aminoalkylsilicates can be made (1) from alkyl silicates by interchange of some or all of the alkyl groups by aminoalkyl groups, or (2) by interchange of aminoalkyl groups of an aminoalkylsilicate by alkyl groups to yield a silicate of the type Si (OR2)x (OR3(4-x where R2 is an aminoalkyl group, R3 is an alkyl group and x is 1,2,3, or 4. Thus Si(OCH2CH2 NH2) (OC9H19)3 can be made by refluxing 2-amino-ethyl orthosilicate and nonyl alcohol and distilling off the displaced ethanolamine. In Example 20 monoethanolamine ortho-silicate was reacted with tridecanol to give Si (OC2H4NH2)2 (C13H27O)2. Specification 948,134 is referred to.ALSO:A condensation product of an aminoalkylsilicate and an oxirane compound of the formula <FORM:0948133/C3/1> wherein R and R1 each represent hydrogen, a saturated or unsaturated aliphatic group of 1 to 6 C atoms, a phenyl, alkyl-phenyl or benzyl group (see Division C3) is used as an emulsifying agent in the preparation of textile lubricants and polishes. In examples, aqueous emulsions of liquid paraffin were made using (27) the product of Example 2, (30) the product of Example 10, and (31) the product of Example 4; (32) heavy white oil was emulsified with the product of Example 20 and water; (33) a polish was made by adding a mixture of heavy white oil, white spirit and the product of Example 20 to a suspension of silica in water with or without 2-amino-2-methyl-propan-1-ol; (34) a polish was made by adding heavy white spirit and the product of Example 20 to a suspension of silica in water containing the product of Example 19; and (35) a car polish was made by adding a molten mixture of carnauba wax, microcrystalline wax containing 2% of butyl rubber, white spirit or butyl phthalate and the product of Example 20, to a suspension of silica in water at 90 DEG C. and emulsifying the mixture with or without the addition of oleic acid.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB40478/59A GB948133A (en) | 1959-11-27 | 1959-11-27 | Organic silicate materials |
| DE19601443344 DE1443344A1 (en) | 1959-11-27 | 1960-11-25 | Process for the production of organic silicates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB40478/59A GB948133A (en) | 1959-11-27 | 1959-11-27 | Organic silicate materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB948133A true GB948133A (en) | 1964-01-29 |
Family
ID=10415097
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB40478/59A Expired GB948133A (en) | 1959-11-27 | 1959-11-27 | Organic silicate materials |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB948133A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1361245A1 (en) * | 2002-05-03 | 2003-11-12 | SigmaKalon Group B.V. | Amino-functional polysiloxanes |
| WO2003093352A1 (en) * | 2002-05-03 | 2003-11-13 | Sigmakalon Services B.V. | Amino-functional polysiloxanes and their use in coatings |
-
1959
- 1959-11-27 GB GB40478/59A patent/GB948133A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1361245A1 (en) * | 2002-05-03 | 2003-11-12 | SigmaKalon Group B.V. | Amino-functional polysiloxanes |
| WO2003093352A1 (en) * | 2002-05-03 | 2003-11-13 | Sigmakalon Services B.V. | Amino-functional polysiloxanes and their use in coatings |
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