JP4213207B2

JP4213207B2 - フッ化物を遊離する組成物

フッ化物を遊離する組成物 Download PDF

Info

Publication number: JP4213207B2
Authority: JP; Japan
Prior art keywords: acid; fluoride; groups; polymerizable; composition
Prior art date: 1995-11-17
Legal status : Expired - Fee Related

Application number

JP51970697A

Other languages

English (en)

Japanese (ja)

Other versions

JP2000500486A5 (enExample

JP2000500486A (ja

Inventor

ビー．ミトラ，スミタ

ワン，ビン

Current Assignee

3M Co

Original Assignee

3M Co

Priority date

1995-11-17

Filing date

1996-10-10

Publication date

2009-01-21

1996-10-10 Application filed by 3M Co filed Critical 3M Co

2000-01-18 Publication of JP2000500486A publication Critical patent/JP2000500486A/ja

2004-10-21 Publication of JP2000500486A5 publication Critical patent/JP2000500486A5/ja

2009-01-21 Application granted granted Critical

2009-01-21 Publication of JP4213207B2 publication Critical patent/JP4213207B2/ja

2016-10-10 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims description 114
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 title claims description 53
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 42
229920000642 polymer Polymers 0.000 claims description 28
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
229910052757 nitrogen Inorganic materials 0.000 claims description 20
239000000126 substance Substances 0.000 claims description 19
230000002378 acidificating effect Effects 0.000 claims description 18
238000010521 absorption reaction Methods 0.000 claims description 13
125000002091 cationic group Chemical group 0.000 claims description 9
229910052698 phosphorus Inorganic materials 0.000 claims description 9
239000013522 chelant Substances 0.000 claims description 8
239000003505 polymerization initiator Substances 0.000 claims description 7
229910052717 sulfur Inorganic materials 0.000 claims description 7
229910052796 boron Inorganic materials 0.000 claims description 4
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 3
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
229910052787 antimony Inorganic materials 0.000 claims description 3
150000004696 coordination complex Chemical class 0.000 claims description 3
239000011574 phosphorus Substances 0.000 claims description 3
239000011593 sulfur Substances 0.000 claims description 3
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical group F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 2
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 2
229910052785 arsenic Inorganic materials 0.000 claims description 2
RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
-1 fluoride ions Chemical class 0.000 description 49
239000000463 material Substances 0.000 description 42
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 39
239000000945 filler Substances 0.000 description 37
239000002253 acid Substances 0.000 description 36
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238000006243 chemical reaction Methods 0.000 description 25
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239000000178 monomer Substances 0.000 description 20
150000003839 salts Chemical class 0.000 description 18
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238000000034 method Methods 0.000 description 14
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UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 7
125000000217 alkyl group Chemical group 0.000 description 7
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239000003178 glass ionomer cement Substances 0.000 description 7
238000002360 preparation method Methods 0.000 description 7
239000002904 solvent Substances 0.000 description 7
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PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 6
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
229920001577 copolymer Polymers 0.000 description 6
150000002118 epoxides Chemical class 0.000 description 6
238000001914 filtration Methods 0.000 description 6
239000007788 liquid Substances 0.000 description 6
239000011859 microparticle Substances 0.000 description 6
239000001294 propane Substances 0.000 description 6
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 6
239000011550 stock solution Substances 0.000 description 6
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238000012360 testing method Methods 0.000 description 6
KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 5
XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 5
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 5
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 5
150000001412 amines Chemical class 0.000 description 5
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
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125000004432 carbon atom Chemical group C* 0.000 description 5
150000002148 esters Chemical class 0.000 description 5
238000006116 polymerization reaction Methods 0.000 description 5
239000000377 silicon dioxide Substances 0.000 description 5
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OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 4
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125000003118 aryl group Chemical group 0.000 description 4
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SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 4
239000007789 gas Substances 0.000 description 4
VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 4
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UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
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KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 3
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125000003277 amino group Chemical group 0.000 description 3
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239000003795 chemical substances by application Substances 0.000 description 3
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229960001484 edetic acid Drugs 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 3
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FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
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