JP5592788B2 - ウレタン基、尿素基、又はアミド基を含む多官能(メタ)アクリレート含有歯科用組成物、その製造方法、及び使用方法 - Google Patents
ウレタン基、尿素基、又はアミド基を含む多官能(メタ)アクリレート含有歯科用組成物、その製造方法、及び使用方法 Download PDFInfo
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- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 150000008039 phosphoramides Chemical class 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- QWYZFXLSWMXLDM-UHFFFAOYSA-M pinacyanol iodide Chemical compound [I-].C1=CC2=CC=CC=C2N(CC)C1=CC=CC1=CC=C(C=CC=C2)C2=[N+]1CC QWYZFXLSWMXLDM-UHFFFAOYSA-M 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000013001 point bending Methods 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001692 polycarbonate urethane Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 1
- 125000002577 pseudohalo group Chemical group 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000001698 pyrogenic effect Effects 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 239000005368 silicate glass Substances 0.000 description 1
- 229910052710 silicon Chemical group 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003455 sulfinic acids Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 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
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003513 tertiary aromatic amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 239000001016 thiazine dye Substances 0.000 description 1
- 239000001017 thiazole dye Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N trans-Stilbene Natural products C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical group C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 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
- 150000003672 ureas Chemical class 0.000 description 1
- XKGLSKVNOSHTAD-UHFFFAOYSA-N valerophenone Chemical compound CCCCC(=O)C1=CC=CC=C1 XKGLSKVNOSHTAD-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
- 239000001018 xanthene dye Substances 0.000 description 1
- 229910003454 ytterbium oxide Inorganic materials 0.000 description 1
- 229940075624 ytterbium oxide Drugs 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- 229940105963 yttrium fluoride Drugs 0.000 description 1
- RBORBHYCVONNJH-UHFFFAOYSA-K yttrium(iii) fluoride Chemical compound F[Y](F)F RBORBHYCVONNJH-UHFFFAOYSA-K 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 229910001928 zirconium oxide 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
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/891—Compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- A61K6/893—Polyurethanes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/20—Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/30—Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/90—Compositions for taking dental impressions
Description
本発明は、ウレタン基、尿素基、又はアミド基を含有する多官能(メタ)アクリレートを含む歯科用組成物、その製造方法、並びに一時的及び長期的な歯冠及びブリッジ材料の製造を含むその使用方法に関する。
本出願は、欧州特許出願第07111356.7号(2007年6月29日出願)の優先権を主張する。
a)硬化性化合物(A1)と、
b)充填剤(B1)と、
c)化合物(A1)の硬化を開始することができる反応開始剤(C1)と、
を含む歯科用組成物を特徴とし、
化合物(A1)が、構造A−(−S1−U−S2−Ma)n
(ここで、Aは、少なくとも1つの単位を含む結合元素であり、
S1は、互いに結合した少なくとも4つの単位を含むスペーサー基であり、
S2は、互いに結合した少なくとも4つの単位を含むスペーサー基であり、
A、S1、及びS2の単位は、独立して、CH3−、−CH2−、−O−、−S−、−NR1−、−CO−、−CR1=、
(ここで、R1及びR2は、独立して、水素、アルキル、置換アルキル、アルケニル、シクロアルキル、置換シクロアルキル、アリールアルキル、アリール又は置換アリールから選択され、これら単位は、アルキル基、シクロアルキル基、アリール基、エステル基、ウレタン基、又はアミド基などの直鎖状、分枝状、又は環状構造を形成することができる)
から選択され、
Uは、スペーサー基S1とS2とを結合するウレタン基、尿素基、又はアミド基であり、
MAはアクリレート基又はメタクリレート基であり、
nは3〜6である)を有する。
本発明の意味の範囲内の「歯科用組成物」は、歯科分野に使用することができる任意の組成物である。この点において、組成物は患者の健康にとって有害であってはならず、したがって、組成物から出て移動することのできる有害成分及び有毒成分は含まない。歯科用組成物の例には、永久的及び一時的歯冠及びブリッジ材料、人工歯冠、前部又は後部充填材、接着剤、セメント、ミルブランク、及び歯列矯正装置が含まれる。
−NH−CO−O−を有する基である。
−NH−CO−NH−を有する基である。
−NH−CO−を有する基である。
A−(−S1−U−S2−Ma)n
ここで
Aは、少なくとも約1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19又は20単位を含む結合元素であり、
S1は、互いに結合した単位からなり少なくとも約4、5、6、7、8、9又は10単位を含むスペーサー基であり、
S2は、互いに結合した単位からなり少なくとも約4、5、6、7、8、9、10、12、15、20又は25単位を含むスペーサー基であり、
Uは、スペーサー基S1とS2とを連結するウレタン基、尿素基、又はアミド基であり、
MAはアクリレート基又はメタクリレート基であり、
nは、約3〜6又は約4〜6又は約5〜6である。
S1が直鎖状又は分枝状構造を有し、かつ少なくとも約4又は約6単位を含むことが更に好ましい場合がある。
(R9)2−P(=O)−C(=O)−R10
(式中、各R9は個々に、アルキル、シクロアルキル、アリール、及びアラルキルのようなヒドロカルビル基であり得、そのいずれもがハロ−、アルキル−、若しくはアルコキシ基で置換され得るか、又は2つのR9基が結合してリン原子と共に環を形成することができ、式中、R10は、ヒドロカルビル基、S−、O−、若しくはN−含有5若しくは6員複素環基、又は−Z−C(=O)−P(=O)−(R9)2基であり、式中、Zは2〜6個の炭素原子を有するアルキレン又はフェニレンのような二価のヒドロカルビル基を表している)。
○ 約5重量%〜約40重量%の量の、又は約10重量%〜約30重量%の量の、又は約12重量%〜約20重量%の量の硬化性化合物(A1)、
○ 約10重量%〜約80重量%の量の、又は約15重量%〜約70重量%の量の、又は約20重量%〜約60重量%の量の充填剤(B1)、
○ 約0.1重量%〜約10重量%の量の、又は約0.5重量%〜約7.5重量%の量の、又は約1重量%〜約5重量%の量の反応開始剤(C1)、
○ 約0重量%〜約84重量%の量の、又は約5重量%〜約80重量%の量の、又は約10重量%〜約70重量%の量の、硬化性化合物(A1)と異なる硬化性化合物(A2)、及び
○ 約0重量%〜約25重量%の量の、又は約0.5重量%〜約20重量%の量の、又は約1重量%〜約15重量%の量の添加物(Dx)、を含有することができる。
○ 圧縮強度:少なくとも約270Mpa、又は少なくとも約280Mpa、又は少なくとも約290Mpa;以下の実験の項目に記載に従って判定される。
○ 曲げ強度:少なくとも約70Mpa、又は少なくとも約80Mpa、又は少なくとも約90Mpa;4mm(高さ)×6mm(幅)×25mm(長さ)の寸法を有する試験試料を用いてISO4049に従って判定される。
○ 偏差:少なくとも約1.1mm、又は少なくとも約1.2mm、又は少なくとも約1.4mm;4mm(高さ)×6mm(幅)×25mm(長さ)の寸法を有する試験試料を用いてISO4049に従って判定される。
○ 衝撃強度:少なくとも約8kJ/m2、又は少なくとも約10kJ/m2、又は少なくとも約12kJ/m2;4mm(高さ)×6mm(幅)×50mm(長さ)の寸法を有する試験試料を用いてISO179−1(シャルピー)に従って判定される。
a)印象採得用の硬い歯牙構造を調製又は成形する工程、
b)歯科用印象材を使用して硬い歯牙構造の印象材を作製し、歯牙構造の陰型を得る工程、
c)歯科用印象材が固まるまで待つ工程、
d)硬い歯牙構造から固まった歯科用印象材を取り外す工程、
e)最終修復用の硬い歯牙構造を調製又は成形する工程、
f)本発明の硬化性組成物を、工程a)〜d)で得た陰型の中に配置する工程、
g)工程f)の充填された陰型を、工程e)の調製された又は成形された歯牙構造の上に再度位置付ける工程、
h)硬化組成物が少なくとも部分的に硬化して、組成物の残留物を調製された又は成形された歯牙構造上に残すことなく、調製された又は成形された歯牙構造から組成物を取り外すことができるようになるまで待つ工程、
i)固まった印象材から工程h)の組成物を取り外す工程、
k)工程i)の取り外された組成物を、調製された又は成形された歯牙構造の上に歯科用セメントを使用して接着固定する工程。
試料の調製:
静的ミキサー(ズルツァーミックスパック社(SulzerMixpac AG))を備えたギャラント(Garant)(商標)II 10:1カートリッジを使用して、それぞれの金型の中に材料を適用した。プラスチックホイル(ホスタファン(Hostaphan)(商標)RN75)とプレキシガラス板との間で、加圧下、23℃で1時間にわたって硬化を実施した。プレス機、プレキシガラス板、及びホイルを取り外し、型の中の試料を、36℃で脱塩水の下で23時間にわたり後硬化に供した。型は測定直前に取り外した。
圧縮強度
圧縮強度は、直径4mm、高さ8mmの円筒形試料を用いて、DIN 53454(ISO9917 2001)に従って測定した。
曲げ強度及び偏差を判定するために、ISO4049に相当する3点曲げ試験を行った。ISO4049において与えられた測定指示に対する条件変更は、試料の寸法のみであった。本発明において記録された測定に関して、試験試料は4×6×25mmの寸法を有していた。
衝撃強度は、ノッチのない試料(試験試料寸法:4×6×50mm)及び0.5Jペンデュラムを用いて、ISO179−1(シャルピー)に従って測定した。
略語
65.0gのデスモジュール(Desmodur)N3300、29.9mgのイオノール、68.6mgのジラウリン酸ジブチルスズ(DBTDL)、及び21.8gの酢酸エチルの混合物に、84.7gのプラッセル(Placcel)FM1Dを乾燥風下で1時間以内に加えた。反応を通して、温度は50〜60℃に保たれた。プラッセル(Placcel)FM1Dの添加後、50℃で12時間混合物を撹拌し、次に、継続して引き続き撹拌を一晩続けながら室温まで冷却した。DIN 53185に従ってイソシアネート基の定量的反応を判定した。得られた反応生成物は更なる単離又は精製を行わずに使用した。
実施例2〜5で使用した他の化合物(A1)、及び比較例で使用した硬化性化合物を、表2のより詳細な記載に従って調製した。使用した構成成分の化学構造を表3に示す。
以下に記載の組成物を概して次のように調製した。
Cu−プロセトナト(procetonat)、アミン(Amin)−HCl、及びイオノールを酢酸エチルの中に溶解し、室温で撹拌しながらD−ツェタクリラト(Zethacrylat)及びDESMAに加えた。分量は表4〜10に示されている。均質な混合物が得られた後、酢酸エチルを真空下で除去した。
顔料、溶液A、HDK−H 2000、及び充填剤(表4〜10参照)を3アーム実験用混練機の中で混合した。残留充填剤の凝集体を、セラミック製の3ロールミルの中で均質化した。
TBPIN、BZPBS、Z−アセタト(Acetat)、Sr−ガラス(Glass)I、及びHDK−H 2000を3アーム実験用混練機の中で混合した。残留充填剤の凝集体を、セラミック製の3ロールミルの中で均質化した。
実施例1:
デスモジュール(Desmodur)N3300/HEMAは、スミタB.ミトラ(Sumita B.Mitra)が、ポリマー・プレプリンツ(Polymer Preprints)、ポリマー化学部門(Division of Polymer Chemistry)、米国化学会、第38巻、第2号、103〜140頁の「エチレン性不飽和カルバモイルイソシアヌレート含有樹脂マトリクスから調製される歯科用複合材料(Dental composites prepared from resin matrices containing ethylencially unsaturated carbamoyl isocyanorates)」に記載したHMDIT(MA1)3の合成に本質的に一致する。
[1]
a)硬化性化合物(A1)と、
b)充填剤(B1)と、
c)化合物(A1)の硬化を開始することができる反応開始剤(C1)と、
を含む歯科用組成物であって、
化合物(A1)が、構造A−(−S1−U−S2−Ma) n
(ここで、Aは、少なくとも1つの単位を含む結合要素であり、
S1は、互いに結合した少なくとも4つの単位を含むスペーサー基であり、
S2は、互いに結合した少なくとも4つの単位を含むスペーサー基であり、
A、S1、及びS2の単位は、独立して、CH 3 −、−CH 2 −、−O−、−S−、−NR 1 −、−CO−、−CR 1 =、
−N=、−CR 1 R 2 −、
(ここで、R 1 及びR 2 は、独立して、水素、アルキル、置換アルキル、アルケニル、シクロアルキル、置換シクロアルキル、アリールアルキル、アリール又は置換アリールから選択され、これら単位は、アルキル基、シクロアルキル基、アリール基、エステル基、ウレタン基、又はアミド基などの直鎖状、分枝状、又は環状構造を形成することができる)
から選択され、
Uは、スペーサー基S1とS2とを結合するウレタン基、尿素基、又はアミド基であり、
MAはアクリレート基又はメタクリレート基であり、
nは3〜6である)
を有する、歯科用組成物。
[2]
前記充填剤(B1)が、粒子寸法が約200nm未満であるナノサイズ充填剤を含む、[1]に記載の歯科用組成物。
[3]
前記反応開始剤が、光硬化する、レドックス硬化する、又は熱硬化する反応開始剤である、[1]又は[2]に記載の歯科用組成物。
[4]
次のパラメーター:
圧縮強度:少なくとも約270Mpaであり、直径4mm、高さ8mmの円筒形試料を使用して、DIN53454(ISO9917 2001)に従って判定;
曲げ強度:少なくとも約70Mpaであり、4mm(高さ)×6mm(幅)×25mm(長さ)の寸法を有する試験試料を使用して、ISO4049に従って判定;
偏差:少なくとも約1.1mmであり、4mm(高さ)×6mm(幅)×25mm(長さ)の寸法を有する試験試料を使用して、ISO4049に従って判定;
衝撃強度:少なくとも約8kJ/m 2 であり、4mm(高さ)×6mm(幅)×50mm(長さ)の寸法を有する試験試料を使用して、ISO179−1(シャルピー)に従って判定;
A1の分子量が少なくとも約1000である、
の少なくとも1つによって特徴づけられる、[1]〜[3]のいずれか一項に記載の歯科用組成物。
[5]
化合物(A1)及び/又は添加物(Dx)と異なるラジカル重合可能な化合物(A2)を更に含む、[1]〜[4]のいずれか一項に記載の歯科用組成物。
[6]
前記全組成物に対する重量%で、
前記硬化性化合物(A1)が約5重量%〜約40重量%の量で存在し、
前記充填剤(B1)が約10重量%〜約80重量%の量で存在し、
前記反応開始剤(C1)が約0.1重量%〜約10重量%の量で存在し、
前記硬化性化合物(A2)が約0重量%〜約84重量%の量で存在し、
前記添加物(Dx)が約0重量%〜約25重量%の量で存在する、
[5]に記載の歯科用組成物。
[7]
化合物(A1)が、
及びこれらの混合物からなる群から選択される、[1]〜[6]のいずれか一項に記載の歯科用組成物。
[8]
からなる群から選択されるイソシアネート基含有化合物を、
からなる群から選択されるヒドロキシル/アミノ/カルボキシル基含有化合物と反応させる工程を含む、化合物(A1)の製造プロセス。
[9]
前記硬化性化合物(A1)と、前記充填剤(B1)と、前記反応開始剤(C1)とを混合する工程を含む、[1]〜[7]のいずれか一項に記載の歯科用組成物の製造方法。
[10]
[1]〜[7]のいずれか一項に記載の硬化性化合物(A1)、又は歯科用組成物を製造するための[8]に記載のプロセスにより得ることができる硬化性化合物(A1)の使用方法。
[11]
前記歯科用組成物が、歯科用接着剤、人工歯冠、一時的及び長期的な一時的歯冠及びブリッジ材料、前部又は後部詰め物、鋳込材料、キャビティライナー、セメント、コーティング組成物、ミルブランク、歯列矯正装置、修復材、補綴物、シーラント、及び印象材からなる群から選択される、[10]に記載の方法。
[12]
[1]〜[7]のいずれか一項に記載の歯科用組成物を、固まった歯科用印象材の型の中に配置する工程を含む、一時的又は長期的な歯冠及びブリッジの製造方法。
[13]
基部と触媒部とを含む部品のキットであって、該基部が硬化性化合物(A1)を含み、該触媒部が反応開始剤(C1)を含み、前記充填剤(B1)が該基部若しくは該触媒部のいずれかの中、又は該基部及び該触媒部の中に存在することができ、化合物(A1)、充填剤(B1)、及び反応開始剤(C1)が、[1]〜[7]のいずれか一項に記載の通りである、部品のキット。
[14]
後端部と前端部とを有する互いに分離された2つの区画(I)及び(II)を含むカートリッジの中に収容される、[13]に記載の部品のキットであって、
該前端部が開くことができかつ静的混合チップに連結でき、
区画(I)が該基部を収容し、区画(II)が該触媒部を収容する、部品のキット。
Claims (2)
- a)硬化性化合物(A1)と、
b)充填剤(B1)と、
c)化合物(A1)の硬化を開始することができる反応開始剤(C1)と、
を含む歯科用組成物であって、
化合物(A1)が、構造A−(−S1−U−S2−MA)n
(ここで、Aは、下記構造から選ばれる結合要素であり、
S1は、互いに結合した少なくとも4つの単位を含むスペーサー基であり、
S2は、互いに結合した少なくとも4つの単位を含むスペーサー基であり、
S1及びS2の単位は、独立して、CH3−、−CH2−、−O−、−NR1−、−CO−、−CR1=、
−N=、−CR1R2−、
(ここで、R1及びR2は、独立して、水素、アルキル、置換アルキル、アルケニル、シクロアルキル、置換シクロアルキル、アリールアルキル、アリール又は置換アリールから選択され、これら単位は、アルキル基、シクロアルキル基、アリール基、エステル基、ウレタン基、又はアミド基などの直鎖状、分枝状、又は環状構造を形成することができる)
から選択され、
Uは、スペーサー基S1とS2とを結合するウレタン基、尿素基、又はアミド基であり、
MAはアクリレート基又はメタクリレート基であり、
nは3〜6であり、
S1とS2の少なくとも1つは−CH2−の繰り返し単位を含む)
を有する、歯科用組成物。 - a)硬化性化合物(A1)と、
b)充填剤(B1)と、
c)化合物(A1)の硬化を開始することができる反応開始剤(C1)と、
を含む歯科用組成物であって、
化合物(A1)が
及びこれらの混合物からなる群から選択される、歯科用組成物。
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PCT/US2008/068536 WO2009006282A2 (en) | 2007-06-29 | 2008-06-27 | Dental composition containing a polyfunctional (meth)acrylate comprising urethane, urea or amide groups, method of production and use thereof |
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Families Citing this family (46)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2331046A2 (en) * | 2008-09-04 | 2011-06-15 | 3M Innovative Properties Company | Dental composition comprising biphenyl di(meth)acrylate monomer |
WO2010048067A2 (en) * | 2008-10-22 | 2010-04-29 | 3M Innovative Properties Company | Dental composition comprising biphenyl di(meth)acrylate monomer comprising urethane moieties |
WO2011126647A2 (en) | 2010-03-31 | 2011-10-13 | 3M Innovative Properties Company | Polymerizable isocyanurate monomers and dental compositions |
KR102148279B1 (ko) * | 2010-05-20 | 2020-08-26 | 히타치가세이가부시끼가이샤 | 감광성 수지 조성물, 감광성 필름, 리브 패턴의 형성 방법, 중공 구조와 그 형성 방법 및 전자 부품 |
US9050252B2 (en) | 2010-05-25 | 2015-06-09 | 3M Innovative Properties Company | Method of surface treating inorganic oxide particles, hardenable dental compositions, surface treated particles, and surface treatment compounds |
EP2401998A1 (en) * | 2010-07-02 | 2012-01-04 | 3M Innovative Properties Company | Dental composition, kit of parts and use thereof |
ES2634244T3 (es) | 2010-10-27 | 2017-09-27 | 3M Innovative Properties Company | Composiciones dentales que comprenden resina semicristalina y carga de nanoagregados |
EP2481390A1 (en) | 2011-01-31 | 2012-08-01 | 3M Innovative Properties Company | Dental composition, method of producing and use thereof |
US9012531B2 (en) | 2011-02-15 | 2015-04-21 | 3M Innovative Properties Company | Dental compositions comprising mixture of isocyanurate monomer and tricyclodecane monomer |
WO2013023138A1 (en) | 2011-08-11 | 2013-02-14 | 3M Innovative Properties Company | Dental composition, method of producing and use thereof |
WO2013052271A1 (en) * | 2011-10-04 | 2013-04-11 | 3M Innovative Properties Company | Methods of making an impression of dental tissue and dental articles |
EP2964130A1 (en) | 2013-03-04 | 2016-01-13 | 3M Innovative Properties Company | Process for producing dental restoration |
US9782329B2 (en) | 2013-07-08 | 2017-10-10 | 3M Innovative Properties Company | Hardenable dental composition containing a mixture of agglomerated and aggregated nano-particles, kit of parts and use thereof |
EP2823801B1 (de) | 2013-07-12 | 2017-04-19 | Ivoclar Vivadent AG | Dentalmaterialien auf der Basis von harnstoffgruppenhaltigen Monomeren |
AU2014319363A1 (en) | 2013-09-13 | 2016-03-24 | Gc Corporation | Polymerizable composition and polymerizable composition kit |
WO2015064090A1 (ja) * | 2013-10-31 | 2015-05-07 | クラレノリタケデンタル株式会社 | 歯科用色調調整材キット |
WO2015126862A1 (en) | 2014-02-18 | 2015-08-27 | 3M Innovative Properties Company | Dental composition and use thereof |
EP2918259B1 (en) * | 2014-03-10 | 2019-01-02 | DENTSPLY DETREY GmbH | Dental composition based on condensed aromatic compounds |
DE102015104440A1 (de) * | 2015-03-24 | 2016-09-29 | Heraeus Kulzer Gmbh | Verfahren zur Herstellung dentaler Prothesen sowie gebrauchsfertiges Dentalmaterial und Kit enthaltend das Dentalmaterial |
US10610330B2 (en) | 2016-03-07 | 2020-04-07 | 3M Innovative Properties Company | Preformed dental composite crown, process of production and use thereof |
WO2018005501A1 (en) | 2016-06-30 | 2018-01-04 | 3M Innovative Properties Company | Printable compositions including highly viscous components and methods of creating 3d articles therefrom |
US11129693B2 (en) | 2016-09-06 | 2021-09-28 | 3M Innovative Properties Company | Methods of improving dental restoration margins and articles |
US11351012B2 (en) | 2016-12-16 | 2022-06-07 | 3M Innovative Properties Company | Orthodontic bracket footing |
WO2018119026A1 (en) | 2016-12-23 | 2018-06-28 | 3M Innovative Properties Company | Printable compositions including polymeric and polymerizable components, articles, and methods of making articles therefrom |
CN110418622B (zh) | 2017-03-15 | 2022-01-18 | 3M创新有限公司 | 可移除的正畸器具系统 |
KR102606720B1 (ko) | 2017-06-14 | 2023-11-24 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 치과용 복합재 크라운을 제조하기 위한 경화성 조성물 및 제조 방법 |
AU2018307762C1 (en) * | 2017-07-25 | 2022-02-10 | 3M Innovative Properties Company | Water-resistant polymer-based dental articles |
JP2020528479A (ja) | 2017-07-25 | 2020-09-24 | スリーエム イノベイティブ プロパティズ カンパニー | ウレタン成分及び反応性希釈剤を含む光重合性組成物、物品、並びに方法 |
CN111050694B (zh) | 2017-09-11 | 2022-04-12 | 3M创新有限公司 | 使用增材制造方法制成的可辐射固化组合物和复合材料制品 |
US10932995B2 (en) | 2017-11-08 | 2021-03-02 | 3M Innovative Properties Company | Dental composition with high E-modulus |
JP7350738B2 (ja) | 2017-11-22 | 2023-09-26 | スリーエム イノベイティブ プロパティズ カンパニー | ウレタン成分及び単官能性反応性希釈剤を含む光重合性組成物、物品、並びに方法 |
WO2019104079A1 (en) | 2017-11-22 | 2019-05-31 | 3M Innovative Properties Company | Orthodontic articles comprising polymerized composition comprising at least two free-radical initiators |
US11904031B2 (en) | 2017-11-22 | 2024-02-20 | 3M Innovative Properties Company | Orthodontic articles comprising polymerized composition comprising at least two free-radical initiators |
US20210386522A1 (en) | 2017-11-22 | 2021-12-16 | 3M Innovative Properties Company | Orthodontic articles comprising cured free-radically polymerizable composition comprising polymer or macromolecule with photoinitiator group |
JP2021529858A (ja) | 2018-06-29 | 2021-11-04 | スリーエム イノベイティブ プロパティズ カンパニー | 水性環境において改善された強度を有する硬化したフリーラジカル重合性組成物を含む歯科矯正物品 |
EP3856072B1 (en) | 2018-09-26 | 2023-08-30 | 3M Innovative Properties Company | Parylene dental articles |
EP3982905A1 (en) | 2019-06-12 | 2022-04-20 | 3M Innovative Properties Company | Process of taking a dental impression with a radiation-curable composition containing mercapto-functional polyorganosiloxanes and vqm resins |
CN116133615A (zh) | 2020-07-06 | 2023-05-16 | 美适牙冠有限责任公司 | 用于使用预制套筒-牙冠对进行牙冠修复的方法和装置 |
US20230348667A1 (en) | 2020-09-11 | 2023-11-02 | 3M Innovative Properties Company | Investment Casting Compositions and Methods |
WO2022069968A1 (en) | 2020-09-30 | 2022-04-07 | 3M Innovative Properties Company | Compositions and foam compositions including silicone components, foam gaskets, articles, and methods |
EP4274722A1 (en) * | 2021-01-06 | 2023-11-15 | Basf Se | High heat deflection temperature photocurable resin |
WO2022219426A1 (en) | 2021-04-14 | 2022-10-20 | 3M Innovative Properties Company | Compositions, polymeric films, and articles including a chemical blowing agent and/or a crosslinker having a photodegradable linkage, foam compositions, methods, and crosslinkers |
CN117580559A (zh) | 2021-06-28 | 2024-02-20 | 3M创新有限公司 | 牙科用粘固剂组合物、组件套盒及其用途 |
US20220411563A1 (en) | 2021-06-28 | 2022-12-29 | Covestro Llc | Novel dual cure 3d printing resins |
US11891469B2 (en) | 2021-06-28 | 2024-02-06 | Stratasys, Inc. | Urethane acrylate composition |
WO2024018305A1 (en) | 2022-07-21 | 2024-01-25 | 3M Innovative Properties Company | Curable composition for producing transparent orthodontic attachments |
Family Cites Families (49)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1495520B2 (de) * | 1964-05-02 | 1970-06-25 | Deutsche Gold- U. Silber-Scheideanstalt, Vorm. Roessler, 6000 Frankfurt | Verfahren zum Polymerisieren |
US3541068A (en) * | 1968-07-12 | 1970-11-17 | Minnesota Mining & Mfg | Dental restorative compositions having enhanced stability |
GB1408265A (en) * | 1971-10-18 | 1975-10-01 | Ici Ltd | Photopolymerisable composition |
US3729313A (en) * | 1971-12-06 | 1973-04-24 | Minnesota Mining & Mfg | Novel photosensitive systems comprising diaryliodonium compounds and their use |
US3808006A (en) * | 1971-12-06 | 1974-04-30 | Minnesota Mining & Mfg | Photosensitive material containing a diaryliodium compound, a sensitizer and a color former |
GB1401805A (en) * | 1972-03-15 | 1975-07-30 | Amalgamated Dental Co Ltd | Dental filling materials |
US3741769A (en) * | 1972-10-24 | 1973-06-26 | Minnesota Mining & Mfg | Novel photosensitive polymerizable systems and their use |
AU497960B2 (en) * | 1974-04-11 | 1979-01-25 | Minnesota Mining And Manufacturing Company | Photopolymerizable compositions |
US4145544A (en) * | 1977-07-27 | 1979-03-20 | Ici Americas Inc. | Preparation of isocyanurates |
US4159376A (en) * | 1977-07-27 | 1979-06-26 | Ici Americas Inc. | Isocyanurates from unsaturated monohydric alcohols and polyisocyanates |
DE2914984A1 (de) * | 1979-04-12 | 1980-11-13 | Consortium Elektrochem Ind | Verfahren zur herstellung von polymerisaten |
US4250053A (en) * | 1979-05-21 | 1981-02-10 | Minnesota Mining And Manufacturing Company | Sensitized aromatic iodonium or aromatic sulfonium salt photoinitiator systems |
DE3107577A1 (de) * | 1981-02-27 | 1982-09-16 | ESPE Fabrik pharmazeutischer Präparate GmbH, 8031 Seefeld | 1,2-6-thiadiazin-3,5-dion-1,1-dioxide und ihre verwendung |
DE3371988D1 (en) * | 1983-07-26 | 1987-07-16 | Dainippon Ink & Chemicals | Curable resin composition and its use |
DE3443221A1 (de) * | 1984-11-27 | 1986-06-05 | ESPE Fabrik pharmazeutischer Präparate GmbH, 8031 Seefeld | Bisacylphosphinoxide, ihre herstellung und verwendung |
US4642126A (en) * | 1985-02-11 | 1987-02-10 | Norton Company | Coated abrasives with rapidly curable adhesives and controllable curvature |
DE3506020A1 (de) * | 1985-02-21 | 1986-08-21 | Etablissement Dentaire Ivoclar, Schaan | Verfahren zur herstellung von kuenstlichen zaehnen oder zahnteilen und dafuer geeigneter lagerfaehiger dentalwerkstoff |
US4648843A (en) * | 1985-07-19 | 1987-03-10 | Minnesota Mining And Manufacturing Company | Method of dental treatment using poly(ethylenically unsaturated) carbamoyl isocyanurates and dental materials made therewith |
US4652274A (en) * | 1985-08-07 | 1987-03-24 | Minnesota Mining And Manufacturing Company | Coated abrasive product having radiation curable binder |
US4772530A (en) * | 1986-05-06 | 1988-09-20 | The Mead Corporation | Photosensitive materials containing ionic dye compounds as initiators |
DE3607331A1 (de) * | 1986-03-06 | 1987-09-10 | Espe Pharm Praep | (meth)acrylsaeureester und ihre verwendung zur herstellung von dentalmassen |
US4874450A (en) * | 1987-01-29 | 1989-10-17 | The Mead Corporation | Laminating transparent or translucent materials using ionic dye-counter ion complexes |
US4762863A (en) * | 1987-03-30 | 1988-08-09 | Mitsubishi Rayon Co., Ltd. | Photopolymerizable dental composition containing a hexafunctional urethane methacrylate based on isocyanuric acid |
CA1323949C (en) * | 1987-04-02 | 1993-11-02 | Michael C. Palazzotto | Ternary photoinitiator system for addition polymerization |
US4933376A (en) * | 1987-05-06 | 1990-06-12 | Mitsubishi Rayon Company Limited | Photopolymerizable dental composition |
JPS63316709A (ja) * | 1987-06-19 | 1988-12-26 | Mitsubishi Rayon Co Ltd | 光重合性歯科用組成物 |
US4954414A (en) * | 1988-11-08 | 1990-09-04 | The Mead Corporation | Photosensitive composition containing a transition metal coordination complex cation and a borate anion and photosensitive materials employing the same |
US5296513A (en) * | 1988-12-21 | 1994-03-22 | Mitsubishi Rayon Co., Ltd. | Dental composition and process for producing dental polymeric shaped articles |
US5057393A (en) * | 1989-07-10 | 1991-10-15 | The Mead Corporation | Dye branched-alkyl borate photoinitiators |
JP2817881B2 (ja) * | 1989-08-02 | 1998-10-30 | 三菱レイヨン株式会社 | 歯科用組成物 |
JPH0374310A (ja) * | 1989-08-14 | 1991-03-28 | Mitsubishi Rayon Co Ltd | 歯科用接着剤組成物 |
US5055372A (en) * | 1990-04-23 | 1991-10-08 | The Mead Corporation | Photohardenable composition containing borate salts and ketone initiators |
US5332429A (en) * | 1991-05-31 | 1994-07-26 | Minnesota Mining And Manufacturing Company | Method for treating fluoroaluminosilicate glass |
US5918772A (en) * | 1995-03-13 | 1999-07-06 | Wilhelm A. Keller | Bayonet fastening device for the attachment of an accessory to a multiple component cartridge or dispensing device |
ES2155509T3 (es) * | 1995-06-21 | 2001-05-16 | Sulzer Chemtech Ag | Mezclador con cuerpo en forma de tubo. |
CA2189836C (en) * | 1995-12-04 | 2004-05-25 | Angela S. Rosenberry | Coating composition and floor covering including the composition |
US5998561A (en) * | 1997-03-11 | 1999-12-07 | Jeneric/Pentron Incorporated | Catalyst and composition for silicone dental impression materials |
IT1292036B1 (it) * | 1997-05-29 | 1999-01-25 | Ribas S A S Di Tissi Antonio & | Contenitore e procedimento per la reticolazione di materiali compositi su protesi dentarie,particolarmente per impiego con lampade |
DE19853813A1 (de) * | 1997-12-10 | 1999-06-17 | Henkel Kgaa | Klebstoff mit mehrstufiger Aushärtung und dessen Verwendung bei der Herstellung von Verbundmaterialien |
US6653375B2 (en) * | 1998-01-28 | 2003-11-25 | Ivoclar Ag | Urethane di(meth)acrylate derivatives of 1,3-bis(1-isocyanato-1-methylethyl)benzene |
DE19803979C2 (de) | 1998-01-28 | 2001-06-28 | Ivoclar Ag Schaan | Zusammensetzungen enthaltend Urethandi(meth)acrylat-Derivate von 1,3-Bis (1-isocyanato-1-methylethyl)benzol |
DE19928238A1 (de) * | 1999-06-21 | 2000-12-28 | Espe Dental Ag | Polymerisierbare Dentalmasse |
DE19940312A1 (de) * | 1999-08-25 | 2001-03-01 | Basf Ag | Verfahren zur Herstellung kratzfester Beschichtungen |
DE19940313A1 (de) * | 1999-08-25 | 2001-03-01 | Basf Ag | Verfahren zur Herstellung kratzfester, witterungsstabiler Beschichtungen |
WO2001030307A1 (en) * | 1999-10-28 | 2001-05-03 | 3M Innovative Properties Company | Dental materials with nano-sized silica particles |
DE19961342B4 (de) * | 1999-12-17 | 2004-02-19 | 3M Espe Ag | Radikalisch härtbare Urethanpräpolymere und deren Verwendung |
DE10208395B4 (de) * | 2002-02-27 | 2004-03-25 | Ivoclar Vivadent Ag | (Meth)acrylatsubstituierte Iminooxadiazindion-Derivate |
EP1426099B8 (de) * | 2002-12-06 | 2007-10-17 | Sulzer Mixpac AG | Statischer Mischer und Verfahren |
KR101102255B1 (ko) * | 2003-09-01 | 2012-01-03 | 술저 믹스팩 아게 | 베이어닛 결합 수단을 갖는 밀봉 플러그 및 체결 링을포함하는 분배 장치 |
-
2007
- 2007-06-29 EP EP07111356A patent/EP2008636A1/en not_active Withdrawn
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2008
- 2008-06-27 JP JP2010515173A patent/JP5592788B2/ja active Active
- 2008-06-27 US US12/666,833 patent/US8329776B2/en active Active
- 2008-06-27 WO PCT/US2008/068536 patent/WO2009006282A2/en active Application Filing
- 2008-06-27 EP EP08781084A patent/EP2167013B1/en active Active
- 2008-06-27 DE DE602008004149T patent/DE602008004149D1/de active Active
- 2008-06-27 AT AT08781084T patent/ATE492259T1/de not_active IP Right Cessation
Also Published As
Publication number | Publication date |
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DE602008004149D1 (de) | 2011-02-03 |
EP2167013B1 (en) | 2010-12-22 |
JP2010532378A (ja) | 2010-10-07 |
US8329776B2 (en) | 2012-12-11 |
EP2008636A1 (en) | 2008-12-31 |
WO2009006282A3 (en) | 2009-05-07 |
EP2167013A2 (en) | 2010-03-31 |
WO2009006282A2 (en) | 2009-01-08 |
ATE492259T1 (de) | 2011-01-15 |
US20110053116A1 (en) | 2011-03-03 |
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