CA1254336A - Materiau pour la preparation de resines, materiau d'implant et compose pour du materiel de restoration utilisable en medecine et en dentisterie - Google Patents

Materiau pour la preparation de resines, materiau d'implant et compose pour du materiel de restoration utilisable en medecine et en dentisterie

Info

Publication number: CA1254336A
Authority: CA; Canada
Prior art keywords: nitride; filling material; dental filling; silicon; material according
Prior art date: 1982-07-05
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

CA000556476A

Other languages

English (en)

Inventor

Haruyuki Kawahara

Teruo Makita

Shozo Kudo

Takashi Funakoshi

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.)

Kanebo Ltd

Original Assignee

Kanebo Ltd

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.)

1982-07-05

Filing date

1988-01-13

Publication date

1989-05-16

1988-01-13 Application filed by Kanebo Ltd filed Critical Kanebo Ltd

1988-01-13 Priority to CA000556476A priority Critical patent/CA1254336A/fr

1989-05-16 Application granted granted Critical

1989-05-16 Publication of CA1254336A publication Critical patent/CA1254336A/fr

Status Expired legal-status Critical Current

Links

239000000463 material Substances 0.000 title claims abstract description 81
239000000203 mixture Substances 0.000 title claims description 20
239000007943 implant Substances 0.000 title description 3
239000000945 filler Substances 0.000 claims abstract description 70
239000000178 monomer Substances 0.000 claims abstract description 61
150000004767 nitrides Chemical class 0.000 claims abstract description 43
AMFGWXWBFGVCKG-UHFFFAOYSA-N Panavia opaque Chemical compound C1=CC(OCC(O)COC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OCC(O)COC(=O)C(C)=C)C=C1 AMFGWXWBFGVCKG-UHFFFAOYSA-N 0.000 claims abstract description 19
229910052581 Si3N4 Inorganic materials 0.000 claims abstract description 16
239000011256 inorganic filler Substances 0.000 claims abstract description 14
229910003475 inorganic filler Inorganic materials 0.000 claims abstract description 14
239000000126 substance Substances 0.000 claims description 28
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 21
229910052710 silicon Inorganic materials 0.000 claims description 21
239000010703 silicon Substances 0.000 claims description 21
239000003054 catalyst Substances 0.000 claims description 19
HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 claims description 17
239000003795 chemical substances by application Substances 0.000 claims description 16
239000011347 resin Substances 0.000 claims description 16
229920005989 resin Polymers 0.000 claims description 16
239000012190 activator Substances 0.000 claims description 15
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
238000006116 polymerization reaction Methods 0.000 claims description 9
239000002245 particle Substances 0.000 claims description 8
125000003545 alkoxy group Chemical group 0.000 claims description 7
150000002894 organic compounds Chemical class 0.000 claims description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
239000004215 Carbon black (E152) Substances 0.000 claims description 5
PMHQVHHXPFUNSP-UHFFFAOYSA-M copper(1+);methylsulfanylmethane;bromide Chemical compound Br[Cu].CSC PMHQVHHXPFUNSP-UHFFFAOYSA-M 0.000 claims description 5
229930195733 hydrocarbon Natural products 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 5
125000001118 alkylidene group Chemical group 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
229910052582 BN Inorganic materials 0.000 claims description 3
PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 claims description 3
125000002947 alkylene group Chemical group 0.000 claims description 3
SKKMWRVAJNPLFY-UHFFFAOYSA-N azanylidynevanadium Chemical compound [V]#N SKKMWRVAJNPLFY-UHFFFAOYSA-N 0.000 claims description 3
125000003700 epoxy group Chemical group 0.000 claims description 3
125000000962 organic group Chemical group 0.000 claims description 3
125000005702 oxyalkylene group Chemical group 0.000 claims description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 claims description 3
NRTOMJZYCJJWKI-UHFFFAOYSA-N Titanium nitride Chemical compound [Ti]#N NRTOMJZYCJJWKI-UHFFFAOYSA-N 0.000 claims description 2
239000011230 binding agent Substances 0.000 claims description 2
FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims description 2
150000002430 hydrocarbons Chemical group 0.000 claims description 2
230000000379 polymerizing effect Effects 0.000 claims description 2
ZVWKZXLXHLZXLS-UHFFFAOYSA-N zirconium nitride Chemical compound [Zr]#N ZVWKZXLXHLZXLS-UHFFFAOYSA-N 0.000 claims description 2
230000003213 activating effect Effects 0.000 claims 2
229910052751 metal Inorganic materials 0.000 abstract description 22
239000002184 metal Substances 0.000 abstract description 22
ULQMPOIOSDXIGC-UHFFFAOYSA-N [2,2-dimethyl-3-(2-methylprop-2-enoyloxy)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(C)COC(=O)C(C)=C ULQMPOIOSDXIGC-UHFFFAOYSA-N 0.000 abstract description 12
DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 abstract description 3
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 abstract 1
239000006072 paste Substances 0.000 description 66
239000000805 composite resin Substances 0.000 description 46
238000005299 abrasion Methods 0.000 description 35
238000009740 moulding (composite fabrication) Methods 0.000 description 30
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 28
229910000077 silane Inorganic materials 0.000 description 28
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 25
238000000034 method Methods 0.000 description 22
238000005259 measurement Methods 0.000 description 18
239000002131 composite material Substances 0.000 description 17
239000004342 Benzoyl peroxide Substances 0.000 description 16
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 16
235000019400 benzoyl peroxide Nutrition 0.000 description 16
JUVSRZCUMWZBFK-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-4-methylanilino]ethanol Chemical compound CC1=CC=C(N(CCO)CCO)C=C1 JUVSRZCUMWZBFK-UHFFFAOYSA-N 0.000 description 14
241000283690 Bos taurus Species 0.000 description 14
238000002360 preparation method Methods 0.000 description 14
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 14
HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 11
-1 hydrocarbon radical Chemical class 0.000 description 11
229910017872 a-SiO2 Inorganic materials 0.000 description 10
229910052681 coesite Inorganic materials 0.000 description 10
229910052906 cristobalite Inorganic materials 0.000 description 10
239000000377 silicon dioxide Substances 0.000 description 10
229910052682 stishovite Inorganic materials 0.000 description 10
229910052905 tridymite Inorganic materials 0.000 description 10
210000003298 dental enamel Anatomy 0.000 description 8
239000011521 glass Substances 0.000 description 8
238000002156 mixing Methods 0.000 description 7
OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 5
210000004268 dentin Anatomy 0.000 description 5
229910001651 emery Inorganic materials 0.000 description 5
239000000843 powder Substances 0.000 description 5
239000000243 solution Substances 0.000 description 5
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
239000007767 bonding agent Substances 0.000 description 4
238000004040 coloring Methods 0.000 description 4
150000002978 peroxides Chemical class 0.000 description 4
229910001220 stainless steel Inorganic materials 0.000 description 4
239000010935 stainless steel Substances 0.000 description 4
VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 4
GZBSIABKXVPBFY-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)CO GZBSIABKXVPBFY-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
238000004898 kneading Methods 0.000 description 3
150000002739 metals Chemical class 0.000 description 3
239000011342 resin composition Substances 0.000 description 3
235000012239 silicon dioxide Nutrition 0.000 description 3
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
FEXBEKLLSUWSIM-UHFFFAOYSA-N 2-Butyl-4-methylphenol Chemical compound CCCCC1=CC(C)=CC=C1O FEXBEKLLSUWSIM-UHFFFAOYSA-N 0.000 description 2
ROWKJAVDOGWPAT-UHFFFAOYSA-N Acetoin Chemical compound CC(O)C(C)=O ROWKJAVDOGWPAT-UHFFFAOYSA-N 0.000 description 2
229910001312 Amalgam (dentistry) Inorganic materials 0.000 description 2
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 2
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
238000013019 agitation Methods 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
210000000988 bone and bone Anatomy 0.000 description 2
229910052796 boron Inorganic materials 0.000 description 2
239000005388 borosilicate glass Substances 0.000 description 2
239000006059 cover glass Substances 0.000 description 2
239000000448 dental amalgam Substances 0.000 description 2
ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
238000002845 discoloration Methods 0.000 description 2
239000003112 inhibitor Substances 0.000 description 2
238000002347 injection Methods 0.000 description 2
239000007924 injection Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000007769 metal material Substances 0.000 description 2
RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
230000000737 periodic effect Effects 0.000 description 2
239000003504 photosensitizing agent Substances 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
238000005498 polishing Methods 0.000 description 2
239000010453 quartz Substances 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
238000001356 surgical procedure Methods 0.000 description 2
238000011282 treatment Methods 0.000 description 2
229910052720 vanadium Inorganic materials 0.000 description 2
GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 2
WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
KIZCNUWGIVQQBK-UHFFFAOYSA-N (2-hydroxy-4-methylphenyl)-phenylmethanone Chemical compound OC1=CC(C)=CC=C1C(=O)C1=CC=CC=C1 KIZCNUWGIVQQBK-UHFFFAOYSA-N 0.000 description 1
SWFHGTMLYIBPPA-UHFFFAOYSA-N (4-methoxyphenyl)-phenylmethanone Chemical compound C1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 SWFHGTMLYIBPPA-UHFFFAOYSA-N 0.000 description 1
PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical group CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 1
JGBAASVQPMTVHO-UHFFFAOYSA-N 2,5-dihydroperoxy-2,5-dimethylhexane Chemical compound OOC(C)(C)CCC(C)(C)OO JGBAASVQPMTVHO-UHFFFAOYSA-N 0.000 description 1
HXCWOOAEAHVMBJ-UHFFFAOYSA-N 2-(n,4-dimethylanilino)ethanol Chemical compound OCCN(C)C1=CC=C(C)C=C1 HXCWOOAEAHVMBJ-UHFFFAOYSA-N 0.000 description 1
DMTMWMUHQLDCKP-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-3,4-dimethylanilino]ethanol Chemical compound CC1=CC=C(N(CCO)CCO)C=C1C DMTMWMUHQLDCKP-UHFFFAOYSA-N 0.000 description 1
JWQRYFYKHVZIDQ-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-3,5-dimethylanilino]ethanol Chemical compound CC1=CC(C)=CC(N(CCO)CCO)=C1 JWQRYFYKHVZIDQ-UHFFFAOYSA-N 0.000 description 1
KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
UGVRJVHOJNYEHR-UHFFFAOYSA-N 4-chlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 UGVRJVHOJNYEHR-UHFFFAOYSA-N 0.000 description 1
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
229910000497 Amalgam Inorganic materials 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
244000028419 Styrax benzoin Species 0.000 description 1
235000000126 Styrax benzoin Nutrition 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
235000008411 Sumatra benzointree Nutrition 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229910052788 barium Inorganic materials 0.000 description 1
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
239000011324 bead Substances 0.000 description 1
229960002130 benzoin Drugs 0.000 description 1
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
239000012965 benzophenone Substances 0.000 description 1
150000008366 benzophenones Chemical class 0.000 description 1
UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical group CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000001728 carbonyl compounds Chemical class 0.000 description 1
239000004568 cement Substances 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
HWVKIRQMNIWOLT-UHFFFAOYSA-L cobalt(2+);octanoate Chemical compound [Co+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O HWVKIRQMNIWOLT-UHFFFAOYSA-L 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
230000001143 conditioned effect Effects 0.000 description 1
239000011162 core material Substances 0.000 description 1
208000002925 dental caries Diseases 0.000 description 1
239000003479 dental cement Substances 0.000 description 1
239000012933 diacyl peroxide Substances 0.000 description 1
238000007865 diluting Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
JZMPIUODFXBXSC-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.CCOC(N)=O JZMPIUODFXBXSC-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
235000019382 gum benzoic Nutrition 0.000 description 1
229910052735 hafnium Inorganic materials 0.000 description 1
VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
125000001183 hydrocarbyl group Chemical group 0.000 description 1
150000002432 hydroperoxides Chemical class 0.000 description 1
229910052588 hydroxylapatite Inorganic materials 0.000 description 1
GFAZHVHNLUBROE-UHFFFAOYSA-N hydroxymethyl propionaldehyde Natural products CCC(=O)CO GFAZHVHNLUBROE-UHFFFAOYSA-N 0.000 description 1
238000007654 immersion Methods 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 description 1
GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
229910052758 niobium Inorganic materials 0.000 description 1
239000010955 niobium Substances 0.000 description 1
GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
230000000399 orthopedic effect Effects 0.000 description 1
239000008188 pellet Substances 0.000 description 1
XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
150000004978 peroxycarbonates Chemical class 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
239000012255 powdered metal Substances 0.000 description 1
230000000306 recurrent effect Effects 0.000 description 1
239000002631 root canal filling material Substances 0.000 description 1
239000003469 silicate cement Substances 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000004381 surface treatment Methods 0.000 description 1
229910052715 tantalum Inorganic materials 0.000 description 1
GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
210000001519 tissue Anatomy 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
239000000606 toothpaste Substances 0.000 description 1
229940034610 toothpaste Drugs 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
229910001428 transition metal ion Inorganic materials 0.000 description 1
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
229910052721 tungsten Inorganic materials 0.000 description 1
239000010937 tungsten Substances 0.000 description 1
229910052726 zirconium Inorganic materials 0.000 description 1

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Dental Preparations (AREA)

CA000556476A 1982-07-05 1988-01-13 Materiau pour la preparation de resines, materiau d'implant et compose pour du materiel de restoration utilisable en medecine et en dentisterie Expired CA1254336A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000556476A CA1254336A (fr)	1982-07-05	1988-01-13	Materiau pour la preparation de resines, materiau d'implant et compose pour du materiel de restoration utilisable en medecine et en dentisterie

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CA000406629A CA1234241A (fr)	1982-07-05	1982-07-05	Materiau pour former des resines, materiel d'implant et composes pour materiaux de restauration pouvant etre utilises en medecine et en dentisterie
CA000556476A CA1254336A (fr)	1982-07-05	1988-01-13	Materiau pour la preparation de resines, materiau d'implant et compose pour du materiel de restoration utilisable en medecine et en dentisterie

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000406629A Division CA1234241A (fr)	1982-07-05	1982-07-05	Materiau pour former des resines, materiel d'implant et composes pour materiaux de restauration pouvant etre utilises en medecine et en dentisterie

Publications (1)

Publication Number	Publication Date
CA1254336A true CA1254336A (fr)	1989-05-16

Family

ID=4123153

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
CA000406629A Expired CA1234241A (fr)	1982-07-05	1982-07-05	Materiau pour former des resines, materiel d'implant et composes pour materiaux de restauration pouvant etre utilises en medecine et en dentisterie
CA000556476A Expired CA1254336A (fr)	1982-07-05	1988-01-13	Materiau pour la preparation de resines, materiau d'implant et compose pour du materiel de restoration utilisable en medecine et en dentisterie

Family Applications Before (1)

Application Number	Title	Priority Date	Filing Date
CA000406629A Expired CA1234241A (fr)	1982-07-05	1982-07-05	Materiau pour former des resines, materiel d'implant et composes pour materiaux de restauration pouvant etre utilises en medecine et en dentisterie

Country Status (1)

Country	Link
CA (2)	CA1234241A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5932627A (en)	1994-05-12	1999-08-03	Dentsply Gmbh	Fluoride releasing dental primer composition and method

1982
- 1982-07-05 CA CA000406629A patent/CA1234241A/fr not_active Expired
1988
- 1988-01-13 CA CA000556476A patent/CA1254336A/fr not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5932627A (en)	1994-05-12	1999-08-03	Dentsply Gmbh	Fluoride releasing dental primer composition and method

Also Published As

Publication number	Publication date
CA1254336C (fr)	1989-05-16
CA1234241A (fr)	1988-03-15

Legal Events

Date	Code	Title	Description
2006-05-16	MKEX	Expiry

Publication	Publication Date	Title
US4327014A (en)	1982-04-27	Resin-forming material, implant material and compositions for restorative material suitable for medical or dental use
EP0077849B1 (fr)	1985-02-20	Matériau formant une résine et matériau de séparation à usage médical et dentaire
CA1262791A (fr)	1989-11-07	Materiau bicomposant (pate et pate) de restauration dentaire
CA1189996A (fr)	1985-07-02	Composition dentaire polymerisable a melange de charge fait de particules fines et grosses
EP0333503B1 (fr)	1993-02-03	Composition résineuse durcissable
EP1323407B1 (fr)	2005-08-17	Restauration dentaire en résine composite
US4259117A (en)	1981-03-31	Dental filling material
US4375967A (en)	1983-03-08	Dental composition containing X-ray opaque material
CA1209298A (fr)	1986-08-05	Produit photopolymerisable, surtout pour l'art dentaire
EP1269968B1 (fr)	2005-10-12	Composition de ciment dentaire
JPH08231330A (ja)	1996-09-10	重合性歯科材料
US5266609A (en)	1993-11-30	Dental restorative adhesive having improved fracture toughness
AU627552B2 (en)	1992-08-27	Reinforced composite resin
US5306338A (en)	1994-04-26	Dental restoration composition
KR102742769B1 (ko)	2024-12-12	치과 재료를 제조하기 위한 단량체 혼합물
JPH0243721B2 (fr)	1990-10-01
US3845009A (en)	1974-10-29	Cement compositions employing novel methacrylate monomer
CA1254336A (fr)	1989-05-16	Materiau pour la preparation de resines, materiau d'implant et compose pour du materiel de restoration utilisable en medecine et en dentisterie
GB2094326A (en)	1982-09-15	Resin-calcium hydroxide composite restorative dental material
JPH0224805B2 (fr)	1990-05-30
Dogon	1990	Present and future value of dental composite materials and sealants
US4831066A (en)	1989-05-16	Dental compositions comprising oligomer of hexahydrophtalic anhydride, glycidylmethacrylate and 2-hydroxyethyl-methacrylate
Azlisham et al.	2024	Mechanical properties of newly developed flowable composite derived from rice husk at different monomer ratios
JPH0132802B2 (fr)	1989-07-10
JPH0379323B2 (fr)	1991-12-18

CA1254336A - Materiau pour la preparation de resines, materiau d'implant et compose pour du materiel de restoration utilisable en medecine et en dentisterie - Google Patents

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Priority Applications (1)

Applications Claiming Priority (2)

Related Parent Applications (1)

Publications (1)

Family

ID=4123153

Family Applications (2)

Family Applications Before (1)

Country Status (1)

Cited By (1)

Cited By (1)

Also Published As

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