JPS6118927B2 - - Google Patents

Info

Publication number: JPS6118927B2
Authority: JP; Japan
Prior art keywords: formaldehyde; bisphenol; resol; butanol; resin
Prior art date: 1979-06-20
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

Application number

JP8098380A

Other languages

English (en)

Japanese (ja)

Other versions

JPS564619A (en

Inventor

Furaitaaku Deiitaa

Beeru Borufugangu

Zenge Fuerujinando

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.)

Bayer AG

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.)

1979-06-20

Filing date

1980-06-17

Publication date

1986-05-15

1980-06-17 Application filed by Bayer AG filed Critical Bayer AG

1981-01-19 Publication of JPS564619A publication Critical patent/JPS564619A/ja

1986-05-15 Publication of JPS6118927B2 publication Critical patent/JPS6118927B2/ja

Status Granted legal-status Critical Current

Links

WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 51
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 claims description 28
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 26
229920005989 resin Polymers 0.000 claims description 25
239000011347 resin Substances 0.000 claims description 25
229920003987 resole Polymers 0.000 claims description 20
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 12
238000004519 manufacturing process Methods 0.000 claims description 5
LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 claims description 4
230000035484 reaction time Effects 0.000 claims description 3
150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 2
239000001488 sodium phosphate Substances 0.000 claims description 2
229910000404 tripotassium phosphate Inorganic materials 0.000 claims description 2
235000019798 tripotassium phosphate Nutrition 0.000 claims description 2
RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical group [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 claims description 2
229910000406 trisodium phosphate Inorganic materials 0.000 claims description 2
235000019801 trisodium phosphate Nutrition 0.000 claims description 2
238000000034 method Methods 0.000 claims 5
229910000318 alkali metal phosphate Inorganic materials 0.000 claims 2
ZYUVGYBAPZYKSA-UHFFFAOYSA-N 5-(3-hydroxybutan-2-yl)-4-methylbenzene-1,3-diol Chemical compound CC(O)C(C)C1=CC(O)=CC(O)=C1C ZYUVGYBAPZYKSA-UHFFFAOYSA-N 0.000 claims 1
NHADDZMCASKINP-HTRCEHHLSA-N decarboxydihydrocitrinin Natural products C1=C(O)C(C)=C2[C@H](C)[C@@H](C)OCC2=C1O NHADDZMCASKINP-HTRCEHHLSA-N 0.000 claims 1
239000000243 solution Substances 0.000 description 12
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 10
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
239000003054 catalyst Substances 0.000 description 7
239000003822 epoxy resin Substances 0.000 description 7
229920000647 polyepoxide Polymers 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
239000002253 acid Substances 0.000 description 5
239000000203 mixture Substances 0.000 description 5
229930185605 Bisphenol Natural products 0.000 description 4
229910000147 aluminium phosphate Inorganic materials 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
239000004922 lacquer Substances 0.000 description 4
229910052751 metal Inorganic materials 0.000 description 4
239000002184 metal Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
239000010408 film Substances 0.000 description 3
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 description 3
239000002904 solvent Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
238000010533 azeotropic distillation Methods 0.000 description 2
238000005266 casting Methods 0.000 description 2
238000000576 coating method Methods 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
239000000463 material Substances 0.000 description 2
229910001463 metal phosphate Inorganic materials 0.000 description 2
-1 methylol groups Chemical group 0.000 description 2
238000000465 moulding Methods 0.000 description 2
239000012074 organic phase Substances 0.000 description 2
229920001568 phenolic resin Polymers 0.000 description 2
239000005011 phenolic resin Substances 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
239000000047 product Substances 0.000 description 2
239000011734 sodium Substances 0.000 description 2
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910001413 alkali metal ion Inorganic materials 0.000 description 1
239000002585 base Substances 0.000 description 1
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
239000004327 boric acid Substances 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000010292 electrical insulation Methods 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000006260 foam Substances 0.000 description 1
238000009413 insulation Methods 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000011253 protective coating Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000001568 sexual effect Effects 0.000 description 1
229920002050 silicone resin Polymers 0.000 description 1
239000000126 substance Substances 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
239000010409 thin film Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/04—Condensation polymers of aldehydes or ketones with phenols only
- C09D161/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Wood Science & Technology (AREA)
Paints Or Removers (AREA)
Phenolic Resins Or Amino Resins (AREA)
Epoxy Resins (AREA)
Compositions Of Macromolecular Compounds (AREA)

JP8098380A 1979-06-20 1980-06-17 Manufacture of resol resin Granted JPS564619A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19792924808 DE2924808A1 (de)	1979-06-20	1979-06-20	Resolharze

Publications (2)

Publication Number	Publication Date
JPS564619A JPS564619A (en)	1981-01-19
JPS6118927B2 true JPS6118927B2 (de)	1986-05-15

Family

ID=6073643

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
JP8098380A Granted JPS564619A (en)	1979-06-20	1980-06-17	Manufacture of resol resin
JP22498985A Granted JPS61118462A (ja)	1979-06-20	1985-10-11	塗料

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
JP22498985A Granted JPS61118462A (ja)	1979-06-20	1985-10-11	塗料

Country Status (2)

Country	Link
JP (2)	JPS564619A (de)
DE (1)	DE2924808A1 (de)

1979
- 1979-06-20 DE DE19792924808 patent/DE2924808A1/de not_active Withdrawn
1980
- 1980-06-17 JP JP8098380A patent/JPS564619A/ja active Granted
1985
- 1985-10-11 JP JP22498985A patent/JPS61118462A/ja active Granted

Also Published As

Publication number	Publication date
JPS6310194B2 (de)	1988-03-04
DE2924808A1 (de)	1981-01-22
JPS564619A (en)	1981-01-19
JPS61118462A (ja)	1986-06-05

Publication	Publication Date	Title
US4368299A (en)	1983-01-11	Epoxy resin compositions
US2744882A (en)	1956-05-08	Unsymmetrical diphenylol methanes
US4097463A (en)	1978-06-27	Process for preparing high ortho novolac resins
GB1592422A (en)	1981-07-08	Novolac resins
US4268648A (en)	1981-05-19	Resol resins prepared using butanol and tri-alkali metal phosphate
CN102272180B (zh)	2013-12-25	酚醛清漆树脂的制造方法和酚醛清漆树脂
US2617785A (en)	1952-11-11	Novolak resin preparation
JPS6310194B2 (de)	1988-03-04
US3979462A (en)	1976-09-07	Condensation resins of phenols and α,α'-dihydroxy-diisopropyl benzenes
US3063959A (en)	1962-11-13	Aldol condensation product-phenol aldehyde condensation product and method for making same
US3909495A (en)	1975-09-30	Resol resins prepared from dihydroxydiisopropylbenzene
US3083183A (en)	1963-03-26	Process for producing phenolic resins using zinc borates as condensing agents
US2325987A (en)	1943-08-03	Polystyrene coating composition
US2486392A (en)	1949-11-01	Alkylfuran resins and method of making same
US2538883A (en)	1951-01-23	Phenol-modified acetone resins
US2861971A (en)	1958-11-25	Hardenable resinous mixtures containing a halogen hydrin and processes for producingand hardening same
US3577437A (en)	1971-05-04	Epoxy resins from alkylated phenol novolac resins
US3290271A (en)	1966-12-06	Naphthyl condensed novolak
JP4399977B2 (ja)	2010-01-20	芳香族炭化水素変性フェノール樹脂の製造方法
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DE2320009C3 (de)	1981-12-10	Resolharze
US3658758A (en)	1972-04-25	Fluorinated novolak
US3226364A (en)	1965-12-28	Two-part catalyst system in process for preparing one stage phenolic resins
CA1078873A (en)	1980-06-03	Polyhydroxy phenols and method for preparing the same