GB1346864A - Silicon modified organic resin - Google Patents
Silicon modified organic resinInfo
- Publication number
- GB1346864A GB1346864A GB657972A GB657972A GB1346864A GB 1346864 A GB1346864 A GB 1346864A GB 657972 A GB657972 A GB 657972A GB 657972 A GB657972 A GB 657972A GB 1346864 A GB1346864 A GB 1346864A
- Authority
- GB
- United Kingdom
- Prior art keywords
- resins
- organo
- prepared
- silicon
- acid
- 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
- 229920005989 resin Polymers 0.000 title abstract 5
- 239000011347 resin Substances 0.000 title abstract 5
- 229910052710 silicon Inorganic materials 0.000 title abstract 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title abstract 3
- 239000010703 silicon Substances 0.000 title abstract 3
- 150000003961 organosilicon compounds Chemical class 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 5
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 abstract 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- -1 alkyl radical Chemical class 0.000 abstract 3
- 239000005054 phenyltrichlorosilane Substances 0.000 abstract 3
- 229920000728 polyester Polymers 0.000 abstract 3
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 abstract 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical class C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 abstract 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 abstract 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 2
- 229920000180 alkyd Polymers 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 229940113165 trimethylolpropane Drugs 0.000 abstract 2
- 229920000178 Acrylic resin Polymers 0.000 abstract 1
- 239000004925 Acrylic resin Substances 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 229920000877 Melamine resin Polymers 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 1
- 229920001807 Urea-formaldehyde Polymers 0.000 abstract 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 abstract 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006482 condensation reaction Methods 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 239000003822 epoxy resin Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- 239000000944 linseed oil Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000005055 methyl trichlorosilane Substances 0.000 abstract 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- 229920001568 phenolic resin Polymers 0.000 abstract 1
- 239000005011 phenolic resin Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000004417 polycarbonate Substances 0.000 abstract 1
- 229920000515 polycarbonate Polymers 0.000 abstract 1
- 229920000647 polyepoxide Polymers 0.000 abstract 1
- NBRKLOOSMBRFMH-UHFFFAOYSA-N tert-butyl chloride Chemical compound CC(C)(C)Cl NBRKLOOSMBRFMH-UHFFFAOYSA-N 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/10—Block- or graft-copolymers containing polysiloxane sequences
-
- 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
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/188—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Silicon Polymers (AREA)
- Paints Or Removers (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
1346864 Organosilicon resins TH GOLDSCHMIDT AG 11 Feb 1972 [17 Feb 1971] 6579/72 Heading C3T A silicon modified organic resin is prepared by reacting an organo-silicon compound containing #SiOR<SP>1</SP> radicals, where R 1 is a C 1 -C 4 alkyl radical and up to 1À1 moles of OR<SP>1</SP> radicals per Si atom being present, with an organic resin containing #COH radicals at a temperature above 70‹ C. with the elimination of the compound R<SP>1</SP>OH and the formation of #SiOC# bonds, the organo-silicon compound used having been prepared by reacting an organohalosilane mixture in which the ratio of R<SP>2</SP> : Si, where R<SP>2</SP> is a monovalent hydrocarbon radical, preferably methyl, phenyl or vinyl, is from 0À95 to 2À0, with a mixture containing (a) a C 4-8 tertiary saturated, unsubstituted aliphatic alcohol and (b) a C 1-4 primary and/or secondary saturated, unsubstituted aliphatic alcohol, at least 0À25 mole of (a) and 0À03-1À5 moles of (b) being introduced per mole of silicon-bound halogen atom, at a temperature of 10-150‹ C. Suitable resins are #COH containing polyesters, acrylic resins, epoxy resins, polycarbonates, phenolic resins, melamine resins, urea resins and alkyd resins. The co-condensation reaction may be carried out in an inert solvent such as cyclohexanone, xylene and toluene and may be catalysed with acid esters of Zr or Ti or trifluoroacetic acid. The organo-silicon compounds may be represented by the average formula where a=0À95-2À0 and b=0À025-1À1. In Examples 1-3 viscous organo silicon compounds containing Si-OCH 3 groups are prepared by reacting t-butanol and methanol with (1) phenyltrichlorosilane, (2) phenyltrichlorosilane and methyltrichlorosilane, (3) phenyltrichlorosilane and dimethyldichlorosilane at 25- 30‹ C. Tert.-butyl chloride is then distilled off. In Examples 4-6 the organo-silicon compounds prepared in Examples 1-3 are reacted with OH-containing polyesters in the presence of butyl titanate, the polyesters being respectively prepared from (4) terephthalic acid, glycol and trimethylol propane, (5) terephthalic acid, isophthalic acid, 1,4-dimethylol cyclohexane and glycerol, (6) isophthalic acid, ethylene glycol and tri-methylol propane. In Example (7) an OH-containing alkyd resin prepared from phthalic anhydride, pentaerythritol and the fatty acid of linseed oil is similarly reacted with the organo-silicon compound of Example 2. Uses.-Lacquers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712107471 DE2107471C3 (en) | 1971-02-17 | 1971-02-17 | Silicon modified organic resin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1346864A true GB1346864A (en) | 1974-02-13 |
Family
ID=5798978
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB657972A Expired GB1346864A (en) | 1971-02-17 | 1972-02-11 | Silicon modified organic resin |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE778007A (en) |
| DE (1) | DE2107471C3 (en) |
| FR (1) | FR2125458B1 (en) |
| GB (1) | GB1346864A (en) |
| IT (1) | IT948370B (en) |
| NL (1) | NL165193C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4749764A (en) * | 1978-07-01 | 1988-06-07 | Th. Goldschmidt Ag | Process for the preparation of heat-curable silicone |
| CN102604655A (en) * | 2011-01-20 | 2012-07-25 | 浙江华亿工程设计有限公司 | Novel nitrogen-containing organic silicon flame retardant and preparation method of the flame retardant |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3214984C2 (en) * | 1982-04-22 | 1985-05-15 | Th. Goldschmidt Ag, 4300 Essen | Process for the production of a thermosetting silicone resin which is soluble in organic solvents |
| DE3214985C2 (en) * | 1982-04-22 | 1985-07-04 | Th. Goldschmidt Ag, 4300 Essen | Process for the preparation of a water-dilutable, thermosetting organopolysiloxane modified with organic polyols |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2020224C3 (en) * | 1970-04-25 | 1974-04-25 | Th. Goldschmidt Ag, 4300 Essen | Methyl or methylphenylpolysiloxane resins |
-
1971
- 1971-02-17 DE DE19712107471 patent/DE2107471C3/en not_active Expired
-
1972
- 1972-01-13 BE BE778007A patent/BE778007A/xx unknown
- 1972-01-29 IT IT4803172A patent/IT948370B/en active
- 1972-02-11 GB GB657972A patent/GB1346864A/en not_active Expired
- 1972-02-15 FR FR7204934A patent/FR2125458B1/fr not_active Expired
- 1972-02-17 NL NL7202078A patent/NL165193C/en not_active IP Right Cessation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4749764A (en) * | 1978-07-01 | 1988-06-07 | Th. Goldschmidt Ag | Process for the preparation of heat-curable silicone |
| CN102604655A (en) * | 2011-01-20 | 2012-07-25 | 浙江华亿工程设计有限公司 | Novel nitrogen-containing organic silicon flame retardant and preparation method of the flame retardant |
| CN102604655B (en) * | 2011-01-20 | 2013-11-06 | 浙江华亿工程设计有限公司 | Novel nitrogen-containing organic silicon flame retardant and preparation method of the flame retardant |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2125458B1 (en) | 1974-04-05 |
| DE2107471A1 (en) | 1972-08-31 |
| FR2125458A1 (en) | 1972-09-29 |
| IT948370B (en) | 1973-05-30 |
| NL165193B (en) | 1980-10-15 |
| NL165193C (en) | 1981-03-16 |
| DE2107471C3 (en) | 1974-03-21 |
| DE2107471B2 (en) | 1973-08-16 |
| BE778007A (en) | 1972-05-02 |
| NL7202078A (en) | 1972-08-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |