PH27011A - Improved ester hardeners for phenolic resin binders system - Google Patents

Improved ester hardeners for phenolic resin binders system Download PDF

Info

Publication number: PH27011A
Authority: PH; Philippines
Prior art keywords: resole resin; resin; percent; hardener; benzylic ether
Prior art date: 1989-04-27

Application number

PH39899A

Other languages

English (en)

Inventor

S Raja Iyer

Sudhir K Trikha

Original Assignee

Acme Resin Corp

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.)

1989-04-27

Filing date

1990-01-17

Publication date

1993-02-01

1990-01-17 Application filed by Acme Resin Corp filed Critical Acme Resin Corp

1993-02-01 Publication of PH27011A publication Critical patent/PH27011A/en

Links

239000004848 polyfunctional curative Substances 0.000 title claims description 58
239000011230 binding agent Substances 0.000 title claims description 53
150000002148 esters Chemical class 0.000 title claims description 37
229920001568 phenolic resin Polymers 0.000 title description 7
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 title description 6
239000005011 phenolic resin Substances 0.000 title description 6
229920005989 resin Polymers 0.000 claims description 96
239000011347 resin Substances 0.000 claims description 96
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 90
239000000203 mixture Substances 0.000 claims description 62
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 57
229920003987 resole Polymers 0.000 claims description 56
125000001743 benzylic group Chemical group 0.000 claims description 45
239000000243 solution Substances 0.000 claims description 42
YEJRWHAVMIAJKC-UHFFFAOYSA-N gamma-butyrolactone Natural products O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 27
URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 26
235000013773 glyceryl triacetate Nutrition 0.000 claims description 13
239000001087 glyceryl triacetate Substances 0.000 claims description 13
238000000465 moulding Methods 0.000 claims description 13
229960002622 triacetin Drugs 0.000 claims description 13
QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 claims description 10
238000002360 preparation method Methods 0.000 claims description 6
239000011819 refractory material Substances 0.000 claims description 6
239000012670 alkaline solution Substances 0.000 claims description 5
229930188620 butyrolactone Natural products 0.000 claims description 3
150000004756 silanes Chemical class 0.000 claims description 2
235000013824 polyphenols Nutrition 0.000 claims 3
PRPINYUDVPFIRX-UHFFFAOYSA-N 1-naphthaleneacetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CC=CC2=C1 PRPINYUDVPFIRX-UHFFFAOYSA-N 0.000 claims 1
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
229910000077 silane Inorganic materials 0.000 claims 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 25
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 22
238000000034 method Methods 0.000 description 20
239000004576 sand Substances 0.000 description 18
230000008569 process Effects 0.000 description 16
238000012360 testing method Methods 0.000 description 13
150000001299 aldehydes Chemical class 0.000 description 7
230000000052 comparative effect Effects 0.000 description 7
239000000463 material Substances 0.000 description 7
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
238000004519 manufacturing process Methods 0.000 description 5
KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Substances [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 5
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
150000002989 phenols Chemical class 0.000 description 4
238000003756 stirring Methods 0.000 description 4
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 3
239000003513 alkali Substances 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 3
238000002156 mixing Methods 0.000 description 3
229920003986 novolac Polymers 0.000 description 3
238000010992 reflux Methods 0.000 description 3
239000004246 zinc acetate Substances 0.000 description 3
229960000314 zinc acetate Drugs 0.000 description 3
235000013904 zinc acetate Nutrition 0.000 description 3
JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 description 2
NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
239000007822 coupling agent Substances 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
239000004593 Epoxy Substances 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000009471 action Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
210000000988 bone and bone Anatomy 0.000 description 1
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
150000001896 cresols Chemical class 0.000 description 1
UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 description 1
XTDYIOOONNVFMA-UHFFFAOYSA-N dimethyl pentanedioate Chemical compound COC(=O)CCCC(=O)OC XTDYIOOONNVFMA-UHFFFAOYSA-N 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
239000003759 ester based solvent Substances 0.000 description 1
239000008098 formaldehyde solution Substances 0.000 description 1
239000003517 fume Substances 0.000 description 1
HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
235000015250 liver sausages Nutrition 0.000 description 1
238000005259 measurement Methods 0.000 description 1
239000002184 metal Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
238000005058 metal casting Methods 0.000 description 1
229910052609 olivine Inorganic materials 0.000 description 1
239000010450 olivine Substances 0.000 description 1
150000002895 organic esters Chemical class 0.000 description 1
150000001282 organosilanes Chemical class 0.000 description 1
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
239000002245 particle Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
229940116423 propylene glycol diacetate Drugs 0.000 description 1
125000005372 silanol group Chemical class 0.000 description 1
IYMSIPPWHNIMGE-UHFFFAOYSA-N silylurea Chemical class NC(=O)N[SiH3] IYMSIPPWHNIMGE-UHFFFAOYSA-N 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical class S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
210000001550 testis Anatomy 0.000 description 1
229910052845 zircon Inorganic materials 0.000 description 1
GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
- C08J3/091—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids characterised by the chemical constitution of the organic liquid
- C08J3/095—Oxygen containing compounds
- 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
- B—PERFORMING OPERATIONS; TRANSPORTING
- B22—CASTING; POWDER METALLURGY
- B22C—FOUNDRY MOULDING
- B22C1/00—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds
- B22C1/16—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents
- B22C1/20—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents
- B22C1/22—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents of resins or rosins
- B22C1/2233—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents of resins or rosins obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- B22C1/2246—Condensation polymers of aldehydes and ketones
- B22C1/2253—Condensation polymers of aldehydes and ketones with phenols
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2361/04—Condensation polymers of aldehydes or ketones with phenols only
- C08J2361/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Mechanical Engineering (AREA)
General Chemical & Material Sciences (AREA)
Dispersion Chemistry (AREA)
Mold Materials And Core Materials (AREA)
Compositions Of Macromolecular Compounds (AREA)
Adhesives Or Adhesive Processes (AREA)
Phenolic Resins Or Amino Resins (AREA)

PH39899A 1989-04-27 1990-01-17 Improved ester hardeners for phenolic resin binders system PH27011A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US07/344,215 US4988745A (en)	1989-04-27	1989-04-27	Ester hardeners for phenolic resin binder systems

Publications (1)

Publication Number	Publication Date
PH27011A true PH27011A (en)	1993-02-01

Family

ID=23349541

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PH39899A PH27011A (en)	1989-04-27	1990-01-17	Improved ester hardeners for phenolic resin binders system

Country Status (15)

Country	Link
US (1)	US4988745A (tr)
EP (1)	EP0398463B1 (tr)
JP (1)	JPH07113077B2 (tr)
KR (1)	KR970005113B1 (tr)
AR (1)	AR245749A1 (tr)
AT (1)	ATE111137T1 (tr)
AU (1)	AU618645B2 (tr)
CA (1)	CA1339905C (tr)
DE (1)	DE69012201T2 (tr)
DK (1)	DK0398463T3 (tr)
ES (1)	ES2058776T3 (tr)
NO (1)	NO175265C (tr)
PH (1)	PH27011A (tr)
TR (1)	TR24955A (tr)
ZA (1)	ZA90876B (tr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4929648A (en) *	1989-03-24	1990-05-29	Acme Resin Corporation	Alkaline phenolic resole resin binders
US5036116A (en) *	1989-04-27	1991-07-30	Acme Resin Corporation	Ester hardeners for phenolic resin binder systems
JP2831794B2 (ja) *	1990-04-03	1998-12-02	花王株式会社	鋳物用砂型の製造方法
TW256851B (tr) *	1992-11-18	1995-09-11	Ashland Oil Inc
DE102014106178A1 (de)	2014-05-02	2015-11-05	Ask Chemicals Gmbh	Verfahren zum schichtweisen Aufbau von Körpern umfassend feuerfesten Formgrundstoff und Resole und Formen oder Kerne hergestellt nach diesem Verfahren
US20170174813A1 (en)	2015-12-18	2017-06-22	Ha-International, Llc	Compositions and Methods for Modified Ester-Curatives and Reduction of Formaldehyde Emission and Odor in Ester-Cured Phenolic Binder Systems
DE102019135605A1 (de)	2019-12-20	2021-06-24	Ask Chemicals Gmbh	Verfahren zum schichtweisen Aufbau von Körpern umfassend feuerfesten Formgrundstoff und Resole, nach diesem Verfahren hergestellte dreidimensionale Körper sowie ein Bindemittel für den 3-dimensionalen Aufbau von Körpern

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3485797A (en) *	1966-03-14	1969-12-23	Ashland Oil Inc	Phenolic resins containing benzylic ether linkages and unsubstituted para positions
US4246157A (en) *	1979-03-07	1981-01-20	Acme Resin Corporation	Binder compositions containing phenolic resins and organic phosphate and/or carbonate solvents
GB2059972B (en) *	1979-10-01	1983-03-30	Borden Uk Ltd	Foundry moulding compositions
US4426467A (en) *	1981-01-12	1984-01-17	Borden (Uk) Limited	Foundry molding compositions and process
US4474904A (en) *	1982-01-21	1984-10-02	Lemon Peter H R B	Foundry moulds and cores
GB2140017B (en) *	1983-03-08	1986-11-19	Borden Inc	Phenolic resin binder compositions exhibiting low fume evolution in use
US4657950A (en) *	1984-10-12	1987-04-14	Acme Resin Corporation	Refractory binders
US4546124A (en) *	1984-10-12	1985-10-08	Acme Resin Corporation	Polyurethane binder compositions
GB2177408A (en) *	1985-07-02	1987-01-21	Catalin Limited	Foundry binder compositions
US4668759A (en) *	1985-07-31	1987-05-26	Acme Resin Corporation	Phenolic resin binders for foundry and refractory uses
JPH0818102B2 (ja) *	1986-05-30	1996-02-28	大日本インキ化学工業株式会社	フェノール・ホルムアルデヒド樹脂結合剤の製造方法
US4789693A (en) *	1987-08-28	1988-12-06	Ashland Oil, Inc.	Heat curable foundry mixes and binder compositions

1989
- 1989-04-27 US US07/344,215 patent/US4988745A/en not_active Expired - Fee Related
- 1989-09-29 CA CA000615394A patent/CA1339905C/en not_active Expired - Fee Related
- 1989-11-27 AU AU45612/89A patent/AU618645B2/en not_active Ceased
1990
- 1990-01-12 EP EP90300366A patent/EP0398463B1/en not_active Expired - Lifetime
- 1990-01-12 ES ES90300366T patent/ES2058776T3/es not_active Expired - Lifetime
- 1990-01-12 DK DK90300366.3T patent/DK0398463T3/da active
- 1990-01-12 DE DE69012201T patent/DE69012201T2/de not_active Expired - Fee Related
- 1990-01-12 AT AT90300366T patent/ATE111137T1/de not_active IP Right Cessation
- 1990-01-17 PH PH39899A patent/PH27011A/en unknown
- 1990-01-22 JP JP2012396A patent/JPH07113077B2/ja not_active Expired - Lifetime
- 1990-02-06 ZA ZA90876A patent/ZA90876B/xx unknown
- 1990-03-26 KR KR1019900004050A patent/KR970005113B1/ko not_active Expired - Fee Related
- 1990-04-20 TR TR90/0322A patent/TR24955A/tr unknown
- 1990-04-20 AR AR90316683A patent/AR245749A1/es active
- 1990-04-26 NO NO901853A patent/NO175265C/no unknown

Also Published As

Publication number	Publication date
AU4561289A (en)	1990-11-01
TR24955A (tr)	1992-09-01
JPH02302460A (ja)	1990-12-14
JPH07113077B2 (ja)	1995-12-06
NO901853L (no)	1990-10-29
EP0398463A2 (en)	1990-11-22
NO901853D0 (no)	1990-04-26
NO175265B (no)	1994-06-13
ES2058776T3 (es)	1994-11-01
EP0398463A3 (en)	1992-01-22
ZA90876B (en)	1990-11-28
CA1339905C (en)	1998-06-09
EP0398463B1 (en)	1994-09-07
DE69012201D1 (de)	1994-10-13
NO175265C (no)	1994-09-21
US4988745A (en)	1991-01-29
KR900016361A (ko)	1990-11-13
AR245749A1 (es)	1994-02-28
DK0398463T3 (da)	1994-10-10
DE69012201T2 (de)	1995-02-02
AU618645B2 (en)	1992-01-02
ATE111137T1 (de)	1994-09-15
KR970005113B1 (ko)	1997-04-12

Publication	Publication Date	Title
KR940000959B1 (ko)	1994-02-07	개질된 페놀형 레졸 수지결합제의 제조방법
US5424376A (en)	1995-06-13	Ester cured no-bake foundry binder system
US4780489A (en)	1988-10-25	Modifiers for aqueous basic solutions of phenolic resole resins
PH27011A (en)	1993-02-01	Improved ester hardeners for phenolic resin binders system
US4657950A (en)	1987-04-14	Refractory binders
US5021539A (en)	1991-06-04	Alkaline benzylic ether phenolic resin binders
US5036116A (en)	1991-07-30	Ester hardeners for phenolic resin binder systems
JP2003511518A (ja)	2003-03-25	エステル硬化結合剤の改良
US4766949A (en)	1988-08-30	Hot box process for preparing foundry shapes
EP0399635B1 (en)	1997-05-07	Alkaline phenolic resole resin binders
US4848442A (en)	1989-07-18	Resin binders for foundry sand cores and molds
JP3203257B2 (ja)	2001-08-27	酸硬化性鋳型成型用耐火性粒状材料組成物
USRE34228E (en)	1993-04-20	Alkaline benzylic ether phenolic resin binders
JP2504660B2 (ja)	1996-06-05	有機エステル硬化型鋳物砂用硬化剤組成物及びこれを用いた鋳型の製造方法
JP2542144B2 (ja)	1996-10-09	有機エステル硬化型鋳物砂用粘結剤組成物及びこれを用いた鋳型の製造方法
US4971132A (en)	1990-11-20	Alkaline phenolic resole resin binders
JPS6228043A (ja)	1987-02-06	鋳物用粘結剤樹脂組成物
GB1579521A (en)	1980-11-19	Phenolic resin binder compositions
EP0179360B1 (en)	1991-01-02	Phenolic resin binders for foundry and refractory uses
WO2000050186A1 (en)	2000-08-31	No-bake ester cured molding mixes
JP2006021232A (ja)	2006-01-26	酸硬化性耐火性粒状材料組成物
JPH05123818A (ja)	1993-05-21	鋳型の製造方法
JPH06579A (ja)	1994-01-11	鋳造成形用粘結剤組成物、鋳造成形用組成物、および鋳造用鋳型又は中子の製造方法