CH415673A - Verfahren zur Herstellung mehrkerniger Polyphenole - Google Patents

Verfahren zur Herstellung mehrkerniger Polyphenole

Info

Publication number: CH415673A
Authority: CH; Switzerland
Prior art keywords: phenol; torr; propane; distilled; production
Prior art date: 1962-09-19

Application number

CH633363A

Other languages

German (de)

English (en)

Inventor

Krimm Heinrich

Schnell Hermann

Original Assignee

Bayer Ag

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.)

1962-09-19

Filing date

1963-05-21

Publication date

1966-06-30

1963-05-21 Application filed by Bayer Ag filed Critical Bayer Ag

1966-06-30 Publication of CH415673A publication Critical patent/CH415673A/de

Links

150000008442 polyphenolic compounds Chemical class 0.000 title claims description 9
235000013824 polyphenols Nutrition 0.000 title claims description 9
238000000034 method Methods 0.000 title claims description 4
238000004519 manufacturing process Methods 0.000 title description 3
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 15
239000003054 catalyst Substances 0.000 claims description 11
230000002378 acidificating effect Effects 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 3
FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical class OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 description 14
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 11
239000011541 reaction mixture Substances 0.000 description 8
239000011347 resin Substances 0.000 description 8
229920005989 resin Polymers 0.000 description 8
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
150000002989 phenols Chemical class 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
238000003776 cleavage reaction Methods 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
239000000155 melt Substances 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
CQOZJDNCADWEKH-UHFFFAOYSA-N 2-[3,3-bis(2-hydroxyphenyl)propyl]phenol Chemical compound OC1=CC=CC=C1CCC(C=1C(=CC=CC=1)O)C1=CC=CC=C1O CQOZJDNCADWEKH-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
150000001335 aliphatic alkanes Chemical class 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
239000000203 mixture Substances 0.000 description 3
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
239000001294 propane Substances 0.000 description 3
230000007017 scission Effects 0.000 description 3
KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 2
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
150000001342 alkaline earth metals Chemical class 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000004305 biphenyl Substances 0.000 description 2
239000001273 butane Substances 0.000 description 2
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
-1 oxides Chemical class 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
230000002441 reversible effect Effects 0.000 description 2
239000002904 solvent Substances 0.000 description 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
VPVTXVHUJHGOCM-UHFFFAOYSA-N 2,4-bis[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=C(O)C(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 VPVTXVHUJHGOCM-UHFFFAOYSA-N 0.000 description 1
WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
229910015900 BF3 Inorganic materials 0.000 description 1
229930185605 Bisphenol Natural products 0.000 description 1
HTVITOHKHWFJKO-UHFFFAOYSA-N Bisphenol B Chemical compound C=1C=C(O)C=CC=1C(C)(CC)C1=CC=C(O)C=C1 HTVITOHKHWFJKO-UHFFFAOYSA-N 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
LVZGQWKTUCVPBQ-UHFFFAOYSA-N acetic acid;trifluoroborane Chemical compound CC(O)=O.FB(F)F LVZGQWKTUCVPBQ-UHFFFAOYSA-N 0.000 description 1
239000003513 alkali Substances 0.000 description 1
125000005599 alkyl carboxylate group Chemical group 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
230000003712 anti-aging effect Effects 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
150000008107 benzenesulfonic acids Chemical class 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
125000006267 biphenyl group Chemical group 0.000 description 1
238000009835 boiling Methods 0.000 description 1
WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
239000003729 cation exchange resin Substances 0.000 description 1
229940023913 cation exchange resins Drugs 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
238000004508 fractional distillation Methods 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
229910001629 magnesium chloride Inorganic materials 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
125000005489 p-toluenesulfonic acid group Chemical class 0.000 description 1
150000004707 phenolate Chemical class 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
239000000047 product Substances 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
238000001665 trituration Methods 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH633363A 1962-09-19 1963-05-21 Verfahren zur Herstellung mehrkerniger Polyphenole CH415673A (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DEF37839A DE1197469B (de)	1962-09-19	1962-09-19	Verfahren zur Herstellung von mehrkernigen Polyphenolen

Publications (1)

Publication Number	Publication Date
CH415673A true CH415673A (de)	1966-06-30

Family

ID=7097077

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH633363A CH415673A (de)	1962-09-19	1963-05-21	Verfahren zur Herstellung mehrkerniger Polyphenole

Country Status (5)

Country	Link
AT (1)	AT240845B (fr)
BE (1)	BE636467A (fr)
CH (1)	CH415673A (fr)
DE (1)	DE1197469B (fr)
GB (1)	GB980278A (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1495793C3 (de) *	1964-04-17	1974-04-11	Bayer Ag	Verfahren zum Herstellen von Epoxidpolyaddukten
US3531533A (en) *	1968-10-28	1970-09-29	Arizona Chem	2,2'-methylenebis(trans-3,5-dihydroxystilbene)
US4222884A (en) *	1978-12-04	1980-09-16	Ethyl Corporation	Antioxidant
EP0745575B1 (fr) *	1995-06-02	2000-09-06	Fuji Photo Film Co., Ltd.	Procédé de préparation d'un composé polyphénolique et une photoréserve positive comprenant un dérivé polyphénolique

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE544801C (de) *	1928-01-26	1932-02-22	Schering Kahlbaum Ag	Verfahren zur Darstellung von alkylenierten Phenolen
DE1094759B (de) *	1958-12-31	1960-12-15	Bayer Ag	Verfahren zur Spaltung von alkaliloeslichen Kondensationsprodukten aus aromatischen Hydroxyverbindungen und Aldehyden oder Ketonen in ihre Ausgangsverbindungen
DE1150093B (de) *	1960-12-27	1963-06-12	Bayer Ag	Verfahren zur Herstellung von Di- bzw. Polyhydroxydiarylalkanen

1962
- 1962-09-19 DE DEF37839A patent/DE1197469B/de active Pending
1963
- 1963-05-21 CH CH633363A patent/CH415673A/de unknown
- 1963-05-27 AT AT423663A patent/AT240845B/de active
- 1963-08-22 BE BE636467A patent/BE636467A/fr unknown
- 1963-09-12 GB GB3597863A patent/GB980278A/en not_active Expired

Also Published As

Publication number	Publication date
GB980278A (en)	1965-01-13
BE636467A (fr)	1963-12-16
AT240845B (de)	1965-06-25
DE1197469B (de)	1965-07-29

Publication	Publication Date	Title
DE69129345T2 (de)	1998-09-03	Hydroxyalkylierung von Phenolen oder Thiophenolen mittels zyklisch organischer Kohlensäureester unter Verwendung von Triorganophosphinkatalysatoren
EP0026318B1 (fr)	1983-01-26	Procédé de préparation de 4,4-dihydroxydiphényl-alcanes resp. -cycloalcanes purs
DE1235894B (de)	1967-03-09	Verfahren zur Herstellung von Alkenylphenolen aus Dihydroxydiarylalkanen
CH415673A (de)	1966-06-30	Verfahren zur Herstellung mehrkerniger Polyphenole
CH630595A5 (de)	1982-06-30	Verfahren zur herstellung von alkylarylaethern.
DE1027205B (de)	1958-04-03	Verfahren zur Herstellung von reinen 4,4'-Dioxydiphenylalkanen
EP0025519A1 (fr)	1981-03-25	Procédé de préparation d'alkyl- ou d'arylthiométhyl-2 phénols
DE2113347C2 (de)	1984-04-26	Tetraphenol, Verfahren zu seiner Herstellung und Verwendung zur Herstellung von verzweigten Polycarbonaten
DE2208970C3 (de)	1980-09-04	Verfahren zur Herstellung von 2,4-Dihydroxybenzophenon
DE2027986A1 (de)	1971-12-16	Verfahren zur Herstellung von alpha, alpha Bis (hydroxyphenyl) diisopropylben zolen
DE10135012A1 (de)	2003-02-06	Verfahren zur Herstellung von Bisphenolen
CH420193A (de)	1966-09-15	Verfahren zur Herstellung von Di- bzw. Polyhydroxy-di- oder -triarylalkanen
DE1260478B (de)	1968-02-08	Verfahren zum Herstellen von 4, 4'-Dihydroxydiphenylalkanen oder deren Estern mit niedrigmolekularen aliphatischen Carbonsaeuren oder deren niedrigmolekularen AEthern
DE2117690A1 (de)	1972-10-26	Verfahren zur Herstellung von Phenoxyphenolen bzw. Chlorphenoxyphenolen
DE1643971C3 (de)	1975-04-10	m- und p-lsopropenylphenyl-dimethylcarbinol und Verfahren zu deren Herstellung
DE2314950B2 (de)	1977-08-04	Verfahren zur herstellung von hydroxydiphenyl
DE1297616B (de)	1969-06-19	Verfahren zur Herstellung von 2, 2-Bis-(4-hydroxyphenyl)-propanen
DE19853089A1 (de)	2000-05-25	Verfahren zur Herstellung von Orthoestern
DE60004608T2 (de)	2004-06-17	Verfahren zur Herstellung von alpha,alpha'-bis (4-p-Hydroxyphenyl)-1,3-diisopropylbenzol
AT221518B (de)	1962-06-12	Verfahren zur Herstellung von Chromanen, Cumaranen und deren Gemischen
CH421513A (de)	1966-09-30	Verfahren zur Herstellung von Terpenphenolharzen
DE1643552A1 (de)	1971-04-08	Verfahren zur Herstellung von p-Phenylphenol
DE2204380A1 (de)	1973-08-02	Verfahren zur herstellung von 2,4-bis(hydroxyphenyl)-butanen
DE894110C (de)	1953-10-22	Verfahren zur Herstellung von Polyaethern
DE727625C (de)	1942-11-09	Verfahren zur Herstellung von Halogenarylvinylaethern