CA1118143A - Resines de fonderie - Google Patents

Resines de fonderie

Info

Publication number: CA1118143A
Authority: CA; Canada
Prior art keywords: resin; composition; phenol; solvent; weight
Prior art date: 1975-11-13
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

CA000264840A

Other languages

English (en)

Inventor

Melville J. Holik

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.)

Aristo Corp

Original Assignee

Aristo 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.)

1975-11-13

Filing date

1976-11-03

Publication date

1982-02-09

1976-11-03 Application filed by Aristo Corp filed Critical Aristo Corp

1982-02-09 Application granted granted Critical

1982-02-09 Publication of CA1118143A publication Critical patent/CA1118143A/fr

Status Expired legal-status Critical Current

Links

229920005989 resin Polymers 0.000 title claims description 91
239000011347 resin Substances 0.000 title claims description 91
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 58
239000005056 polyisocyanate Substances 0.000 claims abstract description 45
239000002904 solvent Substances 0.000 claims abstract description 40
239000000203 mixture Substances 0.000 claims abstract description 38
229920001228 polyisocyanate Polymers 0.000 claims abstract description 36
239000011230 binding agent Substances 0.000 claims abstract description 34
-1 phenolic hydrogen Chemical class 0.000 claims abstract description 22
229920001568 phenolic resin Polymers 0.000 claims abstract description 19
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims abstract description 12
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 12
239000001257 hydrogen Substances 0.000 claims abstract description 12
239000004215 Carbon black (E152) Substances 0.000 claims abstract description 9
229930195733 hydrocarbon Natural products 0.000 claims abstract description 9
125000001424 substituent group Chemical group 0.000 claims abstract description 6
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract 7
WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 51
239000003054 catalyst Substances 0.000 claims description 34
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 31
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
229960004279 formaldehyde Drugs 0.000 claims description 17
235000019256 formaldehyde Nutrition 0.000 claims description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
238000006243 chemical reaction Methods 0.000 claims description 13
125000004432 carbon atom Chemical group C* 0.000 claims description 11
229930040373 Paraformaldehyde Natural products 0.000 claims description 10
229910052751 metal Inorganic materials 0.000 claims description 10
239000002184 metal Substances 0.000 claims description 10
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
229920002866 paraformaldehyde Polymers 0.000 claims description 8
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical group [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 6
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical group [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 6
239000000920 calcium hydroxide Substances 0.000 claims description 6
229910001861 calcium hydroxide Inorganic materials 0.000 claims description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
239000003377 acid catalyst Substances 0.000 claims description 5
150000002431 hydrogen Chemical class 0.000 claims description 5
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical group [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 4
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 4
QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical compound N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-UHFFFAOYSA-N 0.000 claims description 3
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical group [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims description 3
229910001863 barium hydroxide Inorganic materials 0.000 claims description 3
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 3
150000003254 radicals Chemical class 0.000 claims description 3
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 2
238000010533 azeotropic distillation Methods 0.000 claims description 2
239000011787 zinc oxide Substances 0.000 claims description 2
238000001816 cooling Methods 0.000 claims 1
125000001183 hydrocarbyl group Chemical group 0.000 claims 1
239000011541 reaction mixture Substances 0.000 claims 1
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract description 5
229920003987 resole Polymers 0.000 abstract description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 2
QQZOPKMRPOGIEB-UHFFFAOYSA-N n-butyl methyl ketone Natural products CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 abstract 2
125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 1
150000002430 hydrocarbons Chemical class 0.000 abstract 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
238000000034 method Methods 0.000 description 30
239000000306 component Substances 0.000 description 29
230000008569 process Effects 0.000 description 28
229960003742 phenol Drugs 0.000 description 23
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 21
239000004576 sand Substances 0.000 description 19
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
239000012948 isocyanate Substances 0.000 description 9
QLCJOAMJPCOIDI-UHFFFAOYSA-N 1-(butoxymethoxy)butane Chemical compound CCCCOCOCCCC QLCJOAMJPCOIDI-UHFFFAOYSA-N 0.000 description 8
150000002513 isocyanates Chemical class 0.000 description 8
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 8
235000011121 sodium hydroxide Nutrition 0.000 description 8
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
239000000243 solution Substances 0.000 description 6
238000012360 testing method Methods 0.000 description 6
BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 5
229960001138 acetylsalicylic acid Drugs 0.000 description 5
150000001412 amines Chemical class 0.000 description 5
150000002989 phenols Chemical class 0.000 description 5
238000002474 experimental method Methods 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
229940086542 triethylamine Drugs 0.000 description 4
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-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
150000001241 acetals Chemical class 0.000 description 3
239000001569 carbon dioxide Substances 0.000 description 3
229910002092 carbon dioxide Inorganic materials 0.000 description 3
239000002270 dispersing agent Substances 0.000 description 3
238000009472 formulation Methods 0.000 description 3
ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 3
GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 description 3
239000000463 material Substances 0.000 description 3
235000011118 potassium hydroxide Nutrition 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-UHFFFAOYSA-N 0.000 description 2
AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
ZUDYPQRUOYEARG-UHFFFAOYSA-L barium(2+);dihydroxide;octahydrate Chemical compound O.O.O.O.O.O.O.O.[OH-].[OH-].[Ba+2] ZUDYPQRUOYEARG-UHFFFAOYSA-L 0.000 description 2
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
239000012975 dibutyltin dilaurate Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
239000005011 phenolic resin Substances 0.000 description 2
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
238000005292 vacuum distillation Methods 0.000 description 2
FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
MISTZQJSHHTDCF-UHFFFAOYSA-N 1-(1-propoxyethoxy)propane Chemical compound CCCOC(C)OCCC MISTZQJSHHTDCF-UHFFFAOYSA-N 0.000 description 1
CXBFTMAIVDLZLG-UHFFFAOYSA-N 1-(2-butoxypropan-2-yloxy)butane Chemical compound CCCCOC(C)(C)OCCCC CXBFTMAIVDLZLG-UHFFFAOYSA-N 0.000 description 1
MJMCBFJIUNNRHX-UHFFFAOYSA-N 1-(2-methylpropoxymethoxy)butane Chemical compound CCCCOCOCC(C)C MJMCBFJIUNNRHX-UHFFFAOYSA-N 0.000 description 1
SMBRWKSIANXXKZ-UHFFFAOYSA-N 1-(hexoxymethoxy)hexane Chemical compound CCCCCCOCOCCCCCC SMBRWKSIANXXKZ-UHFFFAOYSA-N 0.000 description 1
QRLOZIDNXHEJLM-UHFFFAOYSA-N 1-(propan-2-yloxymethoxy)butane Chemical compound CCCCOCOC(C)C QRLOZIDNXHEJLM-UHFFFAOYSA-N 0.000 description 1
HOMDJHGZAAKUQV-UHFFFAOYSA-N 1-(propoxymethoxy)propane Chemical compound CCCOCOCCC HOMDJHGZAAKUQV-UHFFFAOYSA-N 0.000 description 1
XNJMXDFUPSQCQQ-UHFFFAOYSA-N 1-methoxy-5-propan-2-yloxypentane Chemical compound COCCCCCOC(C)C XNJMXDFUPSQCQQ-UHFFFAOYSA-N 0.000 description 1
LVRIOILOUAJGGN-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxymethoxy)propane Chemical compound CC(C)COCOCC(C)C LVRIOILOUAJGGN-UHFFFAOYSA-N 0.000 description 1
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Natural products CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000003556 assay Methods 0.000 description 1
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzenecarboxaldehyde Natural products O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 1
HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical compound N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000007664 blowing Methods 0.000 description 1
238000009835 boiling Methods 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
239000007805 chemical reaction reactant Substances 0.000 description 1
229940000425 combination drug Drugs 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
GZYYOTJXMDCAJN-UHFFFAOYSA-N cyclohexyloxymethoxycyclohexane Chemical compound C1CCCCC1OCOC1CCCCC1 GZYYOTJXMDCAJN-UHFFFAOYSA-N 0.000 description 1
230000007423 decrease Effects 0.000 description 1
230000018044 dehydration Effects 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
238000004821 distillation Methods 0.000 description 1
125000001033 ether group Chemical group 0.000 description 1
238000006266 etherification reaction Methods 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
230000005484 gravity Effects 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
229940035429 isobutyl alcohol Drugs 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
238000005058 metal casting Methods 0.000 description 1
DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical compound CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 description 1
BAPROVDXKNPHAM-UHFFFAOYSA-N n-(2-aminoethyl)-3-(3,5-ditert-butyl-4-hydroxyphenyl)propanamide Chemical compound CC(C)(C)C1=CC(CCC(=O)NCCN)=CC(C(C)(C)C)=C1O BAPROVDXKNPHAM-UHFFFAOYSA-N 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 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
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
238000010926 purge Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
239000011819 refractory material Substances 0.000 description 1
229910000077 silane Inorganic materials 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
230000000153 supplemental effect Effects 0.000 description 1
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
230000009466 transformation Effects 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1

Classifications

- 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/54—Polycondensates of aldehydes
- C08G18/542—Polycondensates 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

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Materials Engineering (AREA)
Mechanical Engineering (AREA)
Polyurethanes Or Polyureas (AREA)
Mold Materials And Core Materials (AREA)
Phenolic Resins Or Amino Resins (AREA)

CA000264840A 1975-11-13 1976-11-03 Resines de fonderie Expired CA1118143A (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
US63154975A	1975-11-13	1975-11-13
US631,549		1975-11-13
US73372276A	1976-10-26	1976-10-26
US733,722		1976-10-26

Publications (1)

Publication Number	Publication Date
CA1118143A true CA1118143A (fr)	1982-02-09

Family

ID=27091421

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000264840A Expired CA1118143A (fr)	1975-11-13	1976-11-03	Resines de fonderie

Country Status (4)

Country	Link
BR (1)	BR7607608A (fr)
CA (1)	CA1118143A (fr)
DE (1)	DE2651808B2 (fr)
GB (3)	GB1559014A (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4546124A (en) *	1984-10-12	1985-10-08	Acme Resin Corporation	Polyurethane binder compositions
JPH06279099A (ja) *	1993-03-25	1994-10-04	Kurosaki Refract Co Ltd	耐火物用結合材と同結合材を使用する耐火性造粒物の調製方法
GB2332671B (en) *	1997-12-22	2002-08-14	Inst Francais Du Petrole	Acetals, their preparation and their use
DE102004057671B4 (de) *	2004-11-29	2007-04-26	Hüttenes-Albertus Chemische Werke GmbH	Phenol-Formaldehydharze und Verfahren zu deren Herstellung

1976
- 1976-11-03 CA CA000264840A patent/CA1118143A/fr not_active Expired
- 1976-11-11 GB GB4182378A patent/GB1559014A/en not_active Expired
- 1976-11-11 GB GB4701476A patent/GB1559013A/en not_active Expired
- 1976-11-11 GB GB4182478A patent/GB1559015A/en not_active Expired
- 1976-11-12 DE DE19762651808 patent/DE2651808B2/de not_active Withdrawn
- 1976-11-12 BR BR7607608A patent/BR7607608A/pt unknown

Also Published As

Publication number	Publication date
DE2651808A1 (de)	1977-05-26
DE2651808B2 (de)	1979-04-05
GB1559014A (en)	1980-01-09
GB1559015A (en)	1980-01-09
GB1559013A (en)	1980-01-09
BR7607608A (pt)	1977-09-27

Legal Events

Date	Code	Title	Description
1999-02-09	MKEX	Expiry

Publication	Publication Date	Title
EP0177871B1 (fr)	1990-06-06	Compositions de liants à base de polyuréthane
EP0183782B1 (fr)	1991-09-11	Systemes liants composes de resines phenoliques et de polyisocynates
US5733952A (en)	1998-03-31	Foundry binder of phenolic resole resin, polyisocyanate and epoxy resin
US4116916A (en)	1978-09-26	Foundry resin components
EP0261775B1 (fr)	1992-06-24	Compositions de liant contenant des résines phénoliques et des esters d'acides alcoxyliques
US4946876A (en)	1990-08-07	Polyurethane-forming foundry binders containing a polyester polyol
US6509392B1 (en)	2003-01-21	Foundry binder and process
US4246157A (en)	1981-01-20	Binder compositions containing phenolic resins and organic phosphate and/or carbonate solvents
US5101001A (en)	1992-03-31	Polyurethane-forming foundry binders and their use
US4051092A (en)	1977-09-27	Foundry core composition of aggregate and a binder therefor
EP0518460B1 (fr)	1996-01-03	Formulation de polyol phényl à teneur en formaldehyde libre réduite
CA1118143A (fr)	1982-02-09	Resines de fonderie
US4634758A (en)	1987-01-06	Process for preparing alkoxy-modified phenolic resole resins
US4273700A (en)	1981-06-16	Polyol resin binder compositions and process
US5132339A (en)	1992-07-21	Polyurethane-forming foundry binders containing a polyether polyol
US5264535A (en)	1993-11-23	Low free formaldehyde phenolic polyol formulation
US4723592A (en)	1988-02-09	Process for preparing foundry cores and molds
USRE34092E (en)	1992-10-06	Phenolic resin compositions and their use in foundry binders
WO1989007626A1 (fr)	1989-08-24	Liants de fonderie formant du polyurethane a faible teneur en solides, pour procede a boite froide
WO1998019809A1 (fr)	1998-05-14	Systeme de liants de fonderie contenant des polyisocyanates modifies par des alcools
US4814363A (en)	1989-03-21	Phenolic resin compositions and their use in foundry binders
US4852636A (en)	1989-08-01	Process for preparing foundry shapes and castings utilizing certain polyurethane binders
WO2002060985A1 (fr)	2002-08-08	Liants de fonderie a base d'urethane phenolique contenant du benzoate de methyle
US20030004224A1 (en)	2003-01-02	Hydrogenfluorides of aminosilanols and their use