CA2142830C - Melanges de fonderie renfermant un polyether-polyol et leur utilisation - Google Patents

Melanges de fonderie renfermant un polyether-polyol et leur utilisation Download PDF

Info

Publication number: CA2142830C
Authority: CA; Canada
Prior art keywords: foundry; polyether polyol; weight percent; weight; aggregate
Prior art date: 1992-09-08
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 - Lifetime

Application number

CA002142830A

Other languages

English (en)

Other versions

CA2142830A1 (fr

Inventor

William G. Carpenter

William R. Dunnavant

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.)

Ineos Composites IP LLC

Original Assignee

Ashland Licensing and Intellectual Property LLC

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.)

1992-09-08

Filing date

1993-09-01

Publication date

2006-05-23

1993-09-01 Application filed by Ashland Licensing and Intellectual Property LLC filed Critical Ashland Licensing and Intellectual Property LLC

1993-09-01 Priority claimed from PCT/US1993/008299 external-priority patent/WO1994005447A1/fr

1994-03-17 Publication of CA2142830A1 publication Critical patent/CA2142830A1/fr

2006-05-23 Application granted granted Critical

2006-05-23 Publication of CA2142830C publication Critical patent/CA2142830C/fr

2013-09-01 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

229920005862 polyol Polymers 0.000 title claims abstract description 40
150000003077 polyols Chemical class 0.000 title claims abstract description 40
239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 38
229920000570 polyether Polymers 0.000 title claims abstract description 38
239000011230 binding agent Substances 0.000 claims abstract description 33
239000005056 polyisocyanate Substances 0.000 claims abstract description 29
229920001228 polyisocyanate Polymers 0.000 claims abstract description 29
238000000034 method Methods 0.000 claims abstract description 18
239000007788 liquid Substances 0.000 claims abstract description 8
-1 ferrous metals Chemical class 0.000 claims abstract description 6
239000012970 tertiary amine catalyst Substances 0.000 claims abstract 6
239000000203 mixture Substances 0.000 claims description 25
239000003054 catalyst Substances 0.000 claims description 20
239000003921 oil Substances 0.000 claims description 16
235000019198 oils Nutrition 0.000 claims description 16
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
150000001412 amines Chemical class 0.000 claims description 13
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 9
239000002904 solvent Substances 0.000 claims description 9
239000003960 organic solvent Substances 0.000 claims description 8
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
239000000944 linseed oil Substances 0.000 claims description 5
235000021388 linseed oil Nutrition 0.000 claims description 4
239000000463 material Substances 0.000 claims description 4
229920001568 phenolic resin Polymers 0.000 claims description 4
239000005011 phenolic resin Substances 0.000 claims description 4
125000002619 bicyclic group Chemical group 0.000 claims description 2
239000007787 solid Substances 0.000 claims description 2
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical group C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims 4
238000004519 manufacturing process Methods 0.000 claims 1
229910052751 metal Inorganic materials 0.000 abstract description 8
239000002184 metal Substances 0.000 abstract description 8
CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 abstract 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 20
239000004576 sand Substances 0.000 description 17
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
239000002585 base Substances 0.000 description 6
239000002253 acid Substances 0.000 description 5
239000012948 isocyanate Substances 0.000 description 5
150000002513 isocyanates Chemical class 0.000 description 5
239000011347 resin Substances 0.000 description 5
229920005989 resin Polymers 0.000 description 5
235000004431 Linum usitatissimum Nutrition 0.000 description 4
230000000052 comparative effect Effects 0.000 description 4
240000006240 Linum usitatissimum Species 0.000 description 3
235000004426 flaxseed Nutrition 0.000 description 3
239000012535 impurity Substances 0.000 description 3
150000002739 metals Chemical class 0.000 description 3
238000007528 sand casting Methods 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
VQGHOUODWALEFC-UHFFFAOYSA-N 2-phenylpyridine Chemical compound C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
241000448280 Elates Species 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
244000269722 Thea sinensis Species 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
238000007792 addition Methods 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
238000005266 casting Methods 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
238000001035 drying Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
238000005058 metal casting Methods 0.000 description 2
230000009965 odorless effect Effects 0.000 description 2
238000007493 shaping process Methods 0.000 description 2
239000003549 soybean oil Substances 0.000 description 2
235000012424 soybean oil Nutrition 0.000 description 2
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
IWDFHWZHHOSSGR-UHFFFAOYSA-N 1-ethylimidazole Chemical compound CCN1C=CN=C1 IWDFHWZHHOSSGR-UHFFFAOYSA-N 0.000 description 1
OIALIKXMLIAOSN-UHFFFAOYSA-N 2-Propylpyridine Chemical compound CCCC1=CC=CC=N1 OIALIKXMLIAOSN-UHFFFAOYSA-N 0.000 description 1
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
ZAISDHPZTZIFQF-UHFFFAOYSA-N 2h-1,4-thiazine Chemical compound C1SC=CN=C1 ZAISDHPZTZIFQF-UHFFFAOYSA-N 0.000 description 1
PWRBCZZQRRPXAB-UHFFFAOYSA-N 3-chloropyridine Chemical compound ClC1=CC=CN=C1 PWRBCZZQRRPXAB-UHFFFAOYSA-N 0.000 description 1
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 description 1
101150034533 ATIC gene Proteins 0.000 description 1
241000251468 Actinopterygii Species 0.000 description 1
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 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
241000208202 Linaceae Species 0.000 description 1
101100237844 Mus musculus Mmp19 gene Proteins 0.000 description 1
RAQQRQCODVNJCK-JLHYYAGUSA-N N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(E)-5-hydroxy-3-(2-hydroxyethyldisulfanyl)pent-2-en-2-yl]formamide Chemical compound C\C(N(Cc1cnc(C)nc1N)C=O)=C(\CCO)SSCCO RAQQRQCODVNJCK-JLHYYAGUSA-N 0.000 description 1
241000028036 Nixe Species 0.000 description 1
229920002176 Pluracol® Polymers 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
206010037742 Rabies Diseases 0.000 description 1
235000004443 Ricinus communis Nutrition 0.000 description 1
235000019486 Sunflower oil Nutrition 0.000 description 1
229920013701 VORANOL™ Polymers 0.000 description 1
239000012615 aggregate Substances 0.000 description 1
235000015107 ale Nutrition 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
239000003513 alkali Substances 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910000323 aluminium silicate Inorganic materials 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
125000001743 benzylic group Chemical group 0.000 description 1
210000000988 bone and bone Anatomy 0.000 description 1
239000000828 canola oil Substances 0.000 description 1
235000019519 canola oil Nutrition 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
235000012343 cottonseed oil Nutrition 0.000 description 1
239000002385 cottonseed oil Substances 0.000 description 1
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 1
230000007547 defect Effects 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000835 fiber Substances 0.000 description 1
238000009472 formulation Methods 0.000 description 1
JVZRCNQLWOELDU-UHFFFAOYSA-N gamma-Phenylpyridine Natural products C1=CC=CC=C1C1=CC=NC=C1 JVZRCNQLWOELDU-UHFFFAOYSA-N 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000005495 investment casting Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
235000014571 nuts Nutrition 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N octadec-9-enoic acid Chemical compound CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
229910052609 olivine Inorganic materials 0.000 description 1
239000010450 olivine Substances 0.000 description 1
239000004848 polyfunctional curative Substances 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000001294 propane Substances 0.000 description 1
PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000002600 sunflower oil Substances 0.000 description 1
RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
239000002023 wood Substances 0.000 description 1
125000006839 xylylene group Chemical group 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

Landscapes

Polyurethanes Or Polyureas (AREA)
Mold Materials And Core Materials (AREA)

CA002142830A 1992-09-08 1993-09-01 Melanges de fonderie renfermant un polyether-polyol et leur utilisation Expired - Lifetime CA2142830C (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US94183592A	1992-09-08	1992-09-08
US07/941,835		1992-09-08
PCT/US1993/008299 WO1994005447A1 (fr)	1992-09-08	1993-09-01	Melanges de fonderie contenant un polyol de polyether et leur procede d'utilisation

Publications (2)

Publication Number	Publication Date
CA2142830A1 CA2142830A1 (fr)	1994-03-17
CA2142830C true CA2142830C (fr)	2006-05-23

Family

ID=36481335

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002142830A Expired - Lifetime CA2142830C (fr)	1992-09-08	1993-09-01	Melanges de fonderie renfermant un polyether-polyol et leur utilisation

Country Status (1)

Country	Link
CA (1)	CA2142830C (fr)

1993
- 1993-09-01 CA CA002142830A patent/CA2142830C/fr not_active Expired - Lifetime

Also Published As

Publication number	Publication date
CA2142830A1 (fr)	1994-03-17

Legal Events

Date	Code	Title	Description
2000-06-08	EEER	Examination request

Publication	Publication Date	Title
EP0746432B1 (fr)	2001-12-05	Melanges de fonderie contenant un polyol de polyether et leur procede d'utilisation
CA1252936A (fr)	1989-04-18	Systemes liants a base de resine phenolique et de polyisocyanate, renfermant un halogenure de phosphore; leur utilisation
US4602069A (en)	1986-07-22	Phenolic resin-polyisocyanate binder systems containing a phosphorus based acid
AU566381B2 (en)	1987-10-15	Self-setting urethane adhesive paste system
US6005021A (en)	1999-12-21	No-bake foundry mixes and their uses
US4683252A (en)	1987-07-28	Phenolic resin-polyisocyanate binder systems containing an organohalophosphate and use thereof
US4982781A (en)	1991-01-08	No-bake process for preparing foundry shapes for casting low melting metal castings
US6509392B1 (en)	2003-01-21	Foundry binder and process
JP4398097B2 (ja)	2010-01-13	無溶媒ポリウレタンノーベーク鋳造用粘結剤
US5688857A (en)	1997-11-18	Polyurethane-forming cold-box binders and their uses
US6017978A (en)	2000-01-25	Polyurethane forming no-bake foundry binders
US6632856B2 (en)	2003-10-14	Polyurethane-forming binders
US5132339A (en)	1992-07-21	Polyurethane-forming foundry binders containing a polyether polyol
EP1074568A2 (fr)	2001-02-07	Systèmes de liants de fonderie
AU6268099A (en)	2000-04-17	Foundry binders containing modified polyisocyanates
EP0695594A2 (fr)	1996-02-07	Biphényl comme additif pour liant de fonderie d'uréthane
EP3347149B1 (fr)	2021-03-24	Système de liant pour réaction réduite entre le métal et le moule