CA1339943C - Compositions reticulables a la temperature ambiante, avec apport eleve en carbone - Google Patents

Compositions reticulables a la temperature ambiante, avec apport eleve en carbone

Info

Publication number: CA1339943C
Authority: CA; Canada
Prior art keywords: resin; resin binder; ester; resole; binder
Prior art date: 1988-06-23
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 - Fee Related

Application number

CA 587498

Other languages

English (en)

Inventor

Calvin Johnson

Raja Iyer

Pitchaiya Chandramouli

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.)

Hexion Inc

Original Assignee

Borden Inc

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.)

1988-06-23

Filing date

1989-01-04

Publication date

1998-07-07

1989-01-04 Application filed by Borden Inc filed Critical Borden Inc

1998-07-07 Application granted granted Critical

1998-07-07 Publication of CA1339943C publication Critical patent/CA1339943C/fr

2015-07-07 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 126
229910052799 carbon Inorganic materials 0.000 title claims description 26
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims description 22
229920005989 resin Polymers 0.000 claims abstract description 232
239000011347 resin Substances 0.000 claims abstract description 232
229920003987 resole Polymers 0.000 claims abstract description 93
229920003986 novolac Polymers 0.000 claims abstract description 84
239000003795 chemical substances by application Substances 0.000 claims abstract description 59
229920001568 phenolic resin Polymers 0.000 claims abstract description 43
238000000034 method Methods 0.000 claims abstract description 42
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 claims abstract description 37
239000000463 material Substances 0.000 claims abstract description 37
150000002148 esters Chemical class 0.000 claims abstract description 19
239000011230 binding agent Substances 0.000 claims description 155
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 114
238000001723 curing Methods 0.000 claims description 76
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 49
URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 40
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 39
239000000243 solution Substances 0.000 claims description 25
239000004576 sand Substances 0.000 claims description 23
235000013773 glyceryl triacetate Nutrition 0.000 claims description 20
239000001087 glyceryl triacetate Substances 0.000 claims description 20
229960002622 triacetin Drugs 0.000 claims description 20
238000010438 heat treatment Methods 0.000 claims description 18
-1 chromite Inorganic materials 0.000 claims description 13
150000002596 lactones Chemical class 0.000 claims description 13
150000001733 carboxylic acid esters Chemical class 0.000 claims description 12
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 12
150000005677 organic carbonates Chemical class 0.000 claims description 12
239000003513 alkali Substances 0.000 claims description 11
238000002156 mixing Methods 0.000 claims description 11
239000000377 silicon dioxide Substances 0.000 claims description 11
YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 10
MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 10
239000007788 liquid Substances 0.000 claims description 10
238000003763 carbonization Methods 0.000 claims description 8
230000000694 effects Effects 0.000 claims description 8
239000007787 solid Substances 0.000 claims description 8
239000007864 aqueous solution Substances 0.000 claims description 6
239000004312 hexamethylene tetramine Substances 0.000 claims description 6
235000010299 hexamethylene tetramine Nutrition 0.000 claims description 6
238000011065 in-situ storage Methods 0.000 claims description 6
235000012239 silicon dioxide Nutrition 0.000 claims description 6
229910052582 BN Inorganic materials 0.000 claims description 5
PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 claims description 5
229910052581 Si3N4 Inorganic materials 0.000 claims description 5
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 5
229910001570 bauxite Inorganic materials 0.000 claims description 5
239000010431 corundum Substances 0.000 claims description 5
229910052593 corundum Inorganic materials 0.000 claims description 5
239000001095 magnesium carbonate Substances 0.000 claims description 5
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims description 5
229910000021 magnesium carbonate Inorganic materials 0.000 claims description 5
235000014380 magnesium carbonate Nutrition 0.000 claims description 5
HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims description 5
229910010271 silicon carbide Inorganic materials 0.000 claims description 5
HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 claims description 5
229930040373 Paraformaldehyde Natural products 0.000 claims description 4
239000000654 additive Substances 0.000 claims description 4
150000001735 carboxylic acids Chemical class 0.000 claims description 4
150000005690 diesters Chemical class 0.000 claims description 4
229910052751 metal Inorganic materials 0.000 claims description 4
239000002184 metal Substances 0.000 claims description 4
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 4
229910052609 olivine Inorganic materials 0.000 claims description 4
239000010450 olivine Substances 0.000 claims description 4
229920002866 paraformaldehyde Polymers 0.000 claims description 4
239000010453 quartz Substances 0.000 claims description 4
229910052845 zircon Inorganic materials 0.000 claims description 4
GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 claims description 4
239000004348 Glyceryl diacetate Substances 0.000 claims description 3
150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
235000019443 glyceryl diacetate Nutrition 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
230000000996 additive effect Effects 0.000 claims description 2
239000011304 carbon pitch Substances 0.000 claims description 2
238000007599 discharging Methods 0.000 claims description 2
239000010439 graphite Substances 0.000 claims description 2
229910002804 graphite Inorganic materials 0.000 claims description 2
238000001029 thermal curing Methods 0.000 claims description 2
TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 claims 6
229930188620 butyrolactone Natural products 0.000 claims 3
229960004011 methenamine Drugs 0.000 claims 3
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 1
239000004927 clay Substances 0.000 claims 1
229910052710 silicon Inorganic materials 0.000 claims 1
239000010703 silicon Substances 0.000 claims 1
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 27
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
235000013824 polyphenols Nutrition 0.000 description 7
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 6
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 6
239000011591 potassium Substances 0.000 description 6
229910052700 potassium Inorganic materials 0.000 description 6
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
239000000047 product Substances 0.000 description 5
229910000077 silane Inorganic materials 0.000 description 5
238000012360 testing method Methods 0.000 description 5
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
150000001299 aldehydes Chemical class 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-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
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000005299 abrasion Methods 0.000 description 3
125000004432 carbon atom Chemical group C* 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
239000000395 magnesium oxide Substances 0.000 description 3
238000005259 measurement Methods 0.000 description 3
238000000465 moulding Methods 0.000 description 3
238000010992 reflux Methods 0.000 description 3
239000002904 solvent Substances 0.000 description 3
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
239000011449 brick Substances 0.000 description 2
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
239000000470 constituent Substances 0.000 description 2
230000007547 defect Effects 0.000 description 2
230000007812 deficiency Effects 0.000 description 2
150000004675 formic acid derivatives Chemical class 0.000 description 2
239000000843 powder Substances 0.000 description 2
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 2
238000007493 shaping process Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
STOUHHBZBQBYHH-UHFFFAOYSA-N (3-acetyloxyphenyl) acetate Chemical compound CC(=O)OC1=CC=CC(OC(C)=O)=C1 STOUHHBZBQBYHH-UHFFFAOYSA-N 0.000 description 1
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
QBBTZXBTFYKMKT-UHFFFAOYSA-N 2,3-diacetyloxypropyl acetate Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O.CC(=O)OCC(OC(C)=O)COC(C)=O QBBTZXBTFYKMKT-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 description 1
NYBXFCLDEATPCM-UHFFFAOYSA-N 3-methyloxetan-2-one Chemical compound CC1COC1=O NYBXFCLDEATPCM-UHFFFAOYSA-N 0.000 description 1
JFMGYULNQJPJCY-UHFFFAOYSA-N 4-(hydroxymethyl)-1,3-dioxolan-2-one Chemical compound OCC1COC(=O)O1 JFMGYULNQJPJCY-UHFFFAOYSA-N 0.000 description 1
235000008733 Citrus aurantifolia Nutrition 0.000 description 1
UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 description 1
MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
UXDDRFCJKNROTO-UHFFFAOYSA-N Glycerol 1,2-diacetate Chemical compound CC(=O)OCC(CO)OC(C)=O UXDDRFCJKNROTO-UHFFFAOYSA-N 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
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
230000001133 acceleration Effects 0.000 description 1
IPBVNPXQWQGGJP-UHFFFAOYSA-N acetic acid phenyl ester Natural products CC(=O)OC1=CC=CC=C1 IPBVNPXQWQGGJP-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000002318 adhesion promoter Substances 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
GSCLMSFRWBPUSK-UHFFFAOYSA-N beta-Butyrolactone Chemical compound CC1CC(=O)O1 GSCLMSFRWBPUSK-UHFFFAOYSA-N 0.000 description 1
VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
210000000988 bone and bone Anatomy 0.000 description 1
BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
WZRZKFUVOSDSBQ-UHFFFAOYSA-N butane-1,2-diol;carbonic acid Chemical compound OC(O)=O.CCC(O)CO WZRZKFUVOSDSBQ-UHFFFAOYSA-N 0.000 description 1
ANQJWUKLNGHYIP-UHFFFAOYSA-N butane-1,3-diol;carbonic acid Chemical compound OC(O)=O.CC(O)CCO ANQJWUKLNGHYIP-UHFFFAOYSA-N 0.000 description 1
150000004648 butanoic acid derivatives Chemical class 0.000 description 1
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
239000000920 calcium hydroxide Substances 0.000 description 1
229910001861 calcium hydroxide Inorganic materials 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
CHYOCNJYMLMTNE-UHFFFAOYSA-N carbonic acid;pentane-1,2-diol Chemical compound OC(O)=O.CCCC(O)CO CHYOCNJYMLMTNE-UHFFFAOYSA-N 0.000 description 1
MEYBCCDNSNEEGP-UHFFFAOYSA-N carbonic acid;pentane-1,3-diol Chemical compound OC(O)=O.CCC(O)CCO MEYBCCDNSNEEGP-UHFFFAOYSA-N 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
229910010293 ceramic material Inorganic materials 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000007906 compression Methods 0.000 description 1
230000006835 compression Effects 0.000 description 1
239000007822 coupling agent Substances 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000002950 deficient Effects 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
BEPAFCGSDWSTEL-UHFFFAOYSA-N dimethyl malonate Chemical compound COC(=O)CC(=O)OC BEPAFCGSDWSTEL-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
230000009977 dual effect Effects 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000003517 fume Substances 0.000 description 1
238000005227 gel permeation chromatography Methods 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
230000005484 gravity Effects 0.000 description 1
239000012943 hotmelt Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
238000009413 insulation Methods 0.000 description 1
238000000462 isostatic pressing Methods 0.000 description 1
239000004571 lime Substances 0.000 description 1
VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
239000000347 magnesium hydroxide Substances 0.000 description 1
229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
239000000155 melt Substances 0.000 description 1
238000005058 metal casting Methods 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000003607 modifier Substances 0.000 description 1
239000012768 molten material Substances 0.000 description 1
239000000178 monomer Substances 0.000 description 1
230000001473 noxious effect Effects 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
238000004806 packaging method and process Methods 0.000 description 1
239000011236 particulate material Substances 0.000 description 1
239000005011 phenolic resin Substances 0.000 description 1
229940049953 phenylacetate Drugs 0.000 description 1
WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
239000004848 polyfunctional curative Substances 0.000 description 1
229920000166 polytrimethylene carbonate Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000003825 pressing Methods 0.000 description 1
229960000380 propiolactone Drugs 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
239000011819 refractory material Substances 0.000 description 1
ZZPKZRHERLGEKA-UHFFFAOYSA-N resorcinol monoacetate Chemical compound CC(=O)OC1=CC=CC(O)=C1 ZZPKZRHERLGEKA-UHFFFAOYSA-N 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
238000005245 sintering Methods 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
239000006228 supernatant Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000036962 time dependent Effects 0.000 description 1
238000012546 transfer Methods 0.000 description 1
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical class CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1

Landscapes

Mold Materials And Core Materials (AREA)
Compositions Of Macromolecular Compounds (AREA)

CA 587498 1988-06-23 1989-01-04 Compositions reticulables a la temperature ambiante, avec apport eleve en carbone Expired - Fee Related CA1339943C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US21072688A	1988-06-23	1988-06-23
US210,726		1988-06-23

Publications (1)

Publication Number	Publication Date
CA1339943C true CA1339943C (fr)	1998-07-07

Family

ID=22784038

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 587498 Expired - Fee Related CA1339943C (fr)	1988-06-23	1989-01-04	Compositions reticulables a la temperature ambiante, avec apport eleve en carbone

Country Status (1)

Country	Link
CA (1)	CA1339943C (fr)

1989
- 1989-01-04 CA CA 587498 patent/CA1339943C/fr not_active Expired - Fee Related

Legal Events

Date	Code	Title	Description
2005-07-07	MKLA	Lapsed

Publication	Publication Date	Title
US4939188A (en)	1990-07-03	Lithium-containing resole composition for making a shaped refractory article and other hardened articles
KR940000959B1 (ko)	1994-02-07	개질된 페놀형 레졸 수지결합제의 제조방법
US5032642A (en)	1991-07-16	Phenolic resin compositions
US5043412A (en)	1991-08-27	Ambient temperature curing, high carbon contributing compositions
EP0370595B1 (fr)	1994-09-07	Compositions de liant comprenant un poly phénol orthométhylole et une résine novolac
US4058403A (en)	1977-11-15	Refractory compositions
JP3253579B2 (ja)	2002-02-04	鋳型用砂
US5179177A (en)	1993-01-12	Method for retarding ambient temperature hardening of a phenolic resin composition
US5248707A (en)	1993-09-28	Accelerators for refractory magnesia
JPH06200119A (ja)	1994-07-19	外界温度で硬化する結合剤組成物
US4766949A (en)	1988-08-30	Hot box process for preparing foundry shapes
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