JP5778139B2 - 骨代用材料 - Google Patents
骨代用材料 Download PDFInfo
- Publication number
- JP5778139B2 JP5778139B2 JP2012516553A JP2012516553A JP5778139B2 JP 5778139 B2 JP5778139 B2 JP 5778139B2 JP 2012516553 A JP2012516553 A JP 2012516553A JP 2012516553 A JP2012516553 A JP 2012516553A JP 5778139 B2 JP5778139 B2 JP 5778139B2
- Authority
- JP
- Japan
- Prior art keywords
- hap
- cap
- bone
- substitute material
- bone substitute
- Prior art date
- 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.)
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- 239000000463 material Substances 0.000 title claims description 51
- 239000000316 bone substitute Substances 0.000 title claims description 41
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 claims description 99
- 229910052588 hydroxylapatite Inorganic materials 0.000 claims description 84
- 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 claims description 84
- 239000001506 calcium phosphate Substances 0.000 claims description 54
- 235000011010 calcium phosphates Nutrition 0.000 claims description 42
- 229910000389 calcium phosphate Inorganic materials 0.000 claims description 41
- 238000000034 method Methods 0.000 claims description 34
- 210000000988 bone and bone Anatomy 0.000 claims description 31
- 230000008569 process Effects 0.000 claims description 25
- 239000011575 calcium Substances 0.000 claims description 23
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 239000008187 granular material Substances 0.000 claims description 15
- 239000002159 nanocrystal Substances 0.000 claims description 15
- 238000000576 coating method Methods 0.000 claims description 14
- 239000011248 coating agent Substances 0.000 claims description 12
- 230000007547 defect Effects 0.000 claims description 10
- 230000010478 bone regeneration Effects 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 8
- 230000002051 biphasic effect Effects 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- GBNXLQPMFAUCOI-UHFFFAOYSA-H tetracalcium;oxygen(2-);diphosphate Chemical compound [O-2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O GBNXLQPMFAUCOI-UHFFFAOYSA-H 0.000 claims description 7
- 238000002791 soaking Methods 0.000 claims description 6
- 230000011164 ossification Effects 0.000 claims description 5
- 230000008439 repair process Effects 0.000 claims description 5
- 241001465754 Metazoa Species 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000011343 solid material Substances 0.000 claims description 3
- 230000001954 sterilising effect Effects 0.000 claims description 3
- 229910052586 apatite Inorganic materials 0.000 claims description 2
- 239000010419 fine particle Substances 0.000 claims description 2
- VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[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 VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000010410 layer Substances 0.000 description 29
- 239000011162 core material Substances 0.000 description 21
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 12
- 229910052791 calcium Inorganic materials 0.000 description 12
- 235000019731 tricalcium phosphate Nutrition 0.000 description 12
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 12
- 229940078499 tricalcium phosphate Drugs 0.000 description 12
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 11
- 229910001424 calcium ion Inorganic materials 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 238000003801 milling Methods 0.000 description 8
- 239000013078 crystal Substances 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 210000002997 osteoclast Anatomy 0.000 description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000007943 implant Substances 0.000 description 5
- 238000001727 in vivo Methods 0.000 description 5
- 239000007853 buffer solution Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000008213 purified water Substances 0.000 description 4
- 238000004626 scanning electron microscopy Methods 0.000 description 4
- 238000007873 sieving Methods 0.000 description 4
- 238000005245 sintering Methods 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 3
- 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 3
- 206010061218 Inflammation Diseases 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 210000001124 body fluid Anatomy 0.000 description 3
- 239000000872 buffer Substances 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 230000004054 inflammatory process Effects 0.000 description 3
- 239000011859 microparticle Substances 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- 239000012890 simulated body fluid Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 238000001356 surgical procedure Methods 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 102000010834 Extracellular Matrix Proteins Human genes 0.000 description 2
- 108010037362 Extracellular Matrix Proteins Proteins 0.000 description 2
- 241000124008 Mammalia Species 0.000 description 2
- 238000003991 Rietveld refinement Methods 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000012620 biological material Substances 0.000 description 2
- 239000010839 body fluid Substances 0.000 description 2
- 238000001354 calcination Methods 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- FUFJGUQYACFECW-UHFFFAOYSA-L calcium hydrogenphosphate Chemical compound [Ca+2].OP([O-])([O-])=O FUFJGUQYACFECW-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 229910010293 ceramic material Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 230000003749 cleanliness Effects 0.000 description 2
- 235000019700 dicalcium phosphate Nutrition 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 230000000399 orthopedic effect Effects 0.000 description 2
- 210000000963 osteoblast Anatomy 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000002459 porosimetry Methods 0.000 description 2
- 238000001144 powder X-ray diffraction data Methods 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 238000010146 3D printing Methods 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 230000003592 biomimetic effect Effects 0.000 description 1
- 239000002977 biomimetic material Substances 0.000 description 1
- 229960000106 biosimilars Drugs 0.000 description 1
- 230000008468 bone growth Effects 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 210000003109 clavicle Anatomy 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000004567 concrete Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 210000002744 extracellular matrix Anatomy 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000000799 fluorescence microscopy Methods 0.000 description 1
- 239000003102 growth factor Substances 0.000 description 1
- 210000001624 hip Anatomy 0.000 description 1
- -1 hydroxyl ions Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 210000001847 jaw Anatomy 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 210000003041 ligament Anatomy 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 210000004373 mandible Anatomy 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000000278 osteoconductive effect Effects 0.000 description 1
- 230000003239 periodontal effect Effects 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
- 235000021317 phosphate Nutrition 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 238000001420 photoelectron spectroscopy Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000002128 reflection high energy electron diffraction Methods 0.000 description 1
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- 210000000614 rib Anatomy 0.000 description 1
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- 239000002356 single layer Substances 0.000 description 1
- 210000003625 skull Anatomy 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
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- A61L27/42—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material having an inorganic matrix
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- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
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- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/0047—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material
- A61L24/0052—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material with an inorganic matrix
- A61L24/0063—Phosphorus containing materials, e.g. apatite
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- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
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- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
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- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
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- A61L31/026—Ceramic or ceramic-like structures, e.g. glasses
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- A—HUMAN NECESSITIES
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- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
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- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
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- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/12—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material
- A61L31/121—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material having an inorganic matrix
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- A61L2400/00—Materials characterised by their function or physical properties
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- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2430/00—Materials or treatment for tissue regeneration
- A61L2430/02—Materials or treatment for tissue regeneration for reconstruction of bones; weight-bearing implants
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y80/00—Products made by additive manufacturing
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Inorganic Chemistry (AREA)
- Surgery (AREA)
- Transplantation (AREA)
- Medicinal Chemistry (AREA)
- Dermatology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Engineering & Computer Science (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Materials Engineering (AREA)
- Composite Materials (AREA)
- Ceramic Engineering (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
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| EP2654816B1 (en) * | 2010-12-22 | 2015-02-11 | Geistlich Pharma AG | Bone substitute material |
| NL2011195C2 (en) | 2013-07-18 | 2015-01-21 | Xpand Biotechnology B V | Method for producing an osteoinductive calcium phosphate and products thus obtained. |
| EP2826495A1 (en) * | 2013-07-19 | 2015-01-21 | Geistlich Pharma AG | Biomimetic collagen-hydroxyapatite composite material |
| PT3544643T (pt) | 2017-12-14 | 2020-07-27 | Geistlich Pharma Ag | Material de substituição óssea |
| TWI783093B (zh) * | 2017-12-14 | 2022-11-11 | 瑞士商蓋茲特利製藥公司 | 骨替代材料及其製備及應用 |
| RU2700770C2 (ru) * | 2018-02-13 | 2019-09-20 | Федеральное государственное бюджетное учреждение науки Институт металлургии и материаловедения им. А.А. Байкова Российской академии наук, ИМЕТ РАН | Способ изготовления матриксов на основе низкотемпературных модификаций фосфатов кальция для костной инженерии |
| WO2020249714A1 (en) | 2019-06-14 | 2020-12-17 | Geistlich Pharma Ag | Collagen matrix or granulate blend of bone substitute material |
| KR102636183B1 (ko) * | 2019-06-14 | 2024-02-13 | 가이스틀리히 파마 아게 | 골 대체 물질의 콜라겐 기질 또는 그래뉼레이트 블렌드 |
| CN110261418B (zh) * | 2019-07-12 | 2022-06-24 | 上海交通大学 | 精确测定羟基磷灰石中β-磷酸三钙的含量的方法 |
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| DE3711426A1 (de) | 1987-04-04 | 1988-10-13 | Mtu Muenchen Gmbh | Implantat mit bioaktivem ueberzug |
| GB8813033D0 (en) | 1988-06-02 | 1988-07-06 | Geistlich Soehne Ag | Chemical compound |
| JP2978203B2 (ja) * | 1990-04-20 | 1999-11-15 | 日本特殊陶業株式会社 | 生体活性な表面層を有するセラミックス体の製造方法 |
| US5676976A (en) * | 1995-05-19 | 1997-10-14 | Etex Corporation | Synthesis of reactive amorphous calcium phosphates |
| IT1288038B1 (it) | 1996-04-30 | 1998-09-10 | Flametal S P A | Procedimento per la preparazione di rivestimenti di idrossiapatite |
| US6338752B1 (en) | 2000-04-20 | 2002-01-15 | Purzer Pharmaceutical Co., Ltd. | α-TCP/HAP biphasic cement and its preparing process |
| CN1241879C (zh) | 2004-04-13 | 2006-02-15 | 清华大学 | 磷酸钙陶瓷表面形成类骨磷灰石层的方法 |
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| KR101558856B1 (ko) | 2015-10-08 |
| JP2012530568A (ja) | 2012-12-06 |
| DK2445543T3 (da) | 2013-04-02 |
| PL2445543T3 (pl) | 2013-07-31 |
| EP2445543B1 (en) | 2013-03-06 |
| CN102497891A (zh) | 2012-06-13 |
| KR20120113207A (ko) | 2012-10-12 |
| PT2445543E (pt) | 2013-04-03 |
| US20120130506A1 (en) | 2012-05-24 |
| CA2766663A1 (en) | 2010-12-29 |
| EP2445543A1 (en) | 2012-05-02 |
| AU2010265114A1 (en) | 2012-02-02 |
| ES2402961T3 (es) | 2013-05-10 |
| CN102497891B (zh) | 2015-05-27 |
| US8734524B2 (en) | 2014-05-27 |
| AU2010265114B2 (en) | 2014-02-20 |
| WO2010149296A1 (en) | 2010-12-29 |
| CA2766663C (en) | 2014-09-23 |
| RU2012101941A (ru) | 2013-07-27 |
| RU2529802C2 (ru) | 2014-09-27 |
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