DE3229540A1 - Resorbierbare knochenwachse - Google Patents
Resorbierbare knochenwachseInfo
- Publication number
- DE3229540A1 DE3229540A1 DE19823229540 DE3229540A DE3229540A1 DE 3229540 A1 DE3229540 A1 DE 3229540A1 DE 19823229540 DE19823229540 DE 19823229540 DE 3229540 A DE3229540 A DE 3229540A DE 3229540 A1 DE3229540 A1 DE 3229540A1
- Authority
- DE
- Germany
- Prior art keywords
- acid
- acids
- polyester
- resorbable
- waxes according
- 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.)
- Withdrawn
Links
- 239000001993 wax Substances 0.000 title claims abstract description 27
- 210000000988 bone and bone Anatomy 0.000 title claims abstract description 23
- 229920000728 polyester Polymers 0.000 claims abstract description 27
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims abstract description 19
- 230000036760 body temperature Effects 0.000 claims abstract description 8
- 210000001519 tissue Anatomy 0.000 claims abstract description 7
- 239000007787 solid Substances 0.000 claims abstract description 6
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 14
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 6
- 150000001298 alcohols Chemical class 0.000 claims description 5
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 230000023597 hemostasis Effects 0.000 claims description 4
- 235000014655 lactic acid Nutrition 0.000 claims description 4
- 235000011837 pasties Nutrition 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- ALRHLSYJTWAHJZ-UHFFFAOYSA-N 3-hydroxypropionic acid Chemical compound OCCC(O)=O ALRHLSYJTWAHJZ-UHFFFAOYSA-N 0.000 claims 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims 1
- SJZRECIVHVDYJC-UHFFFAOYSA-N 4-hydroxybutyric acid Chemical compound OCCCC(O)=O SJZRECIVHVDYJC-UHFFFAOYSA-N 0.000 claims 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000008280 blood Substances 0.000 abstract 2
- 210000004369 blood Anatomy 0.000 abstract 2
- 239000002253 acid Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 5
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 238000006384 oligomerization reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- 206010063560 Excessive granulation tissue Diseases 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 235000013871 bee wax Nutrition 0.000 description 2
- 239000012166 beeswax Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 210000001126 granulation tissue Anatomy 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 230000011164 ossification Effects 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- DNUYOWCKBJFOGS-UHFFFAOYSA-N 2-[[10-(2,2-dicarboxyethyl)anthracen-9-yl]methyl]propanedioic acid Chemical compound C1=CC=C2C(CC(C(=O)O)C(O)=O)=C(C=CC=C3)C3=C(CC(C(O)=O)C(O)=O)C2=C1 DNUYOWCKBJFOGS-UHFFFAOYSA-N 0.000 description 1
- HCUZVMHXDRSBKX-UHFFFAOYSA-N 2-decylpropanedioic acid Chemical compound CCCCCCCCCCC(C(O)=O)C(O)=O HCUZVMHXDRSBKX-UHFFFAOYSA-N 0.000 description 1
- VHBSECWYEFJRNV-UHFFFAOYSA-N 2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1O.OC(=O)C1=CC=CC=C1O VHBSECWYEFJRNV-UHFFFAOYSA-N 0.000 description 1
- QJGNSTCICFBACB-UHFFFAOYSA-N 2-octylpropanedioic acid Chemical compound CCCCCCCCC(C(O)=O)C(O)=O QJGNSTCICFBACB-UHFFFAOYSA-N 0.000 description 1
- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical compound CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-UHFFFAOYSA-N 0.000 description 1
- HSSYVKMJJLDTKZ-UHFFFAOYSA-N 3-phenylphthalic acid Chemical compound OC(=O)C1=CC=CC(C=2C=CC=CC=2)=C1C(O)=O HSSYVKMJJLDTKZ-UHFFFAOYSA-N 0.000 description 1
- 235000019489 Almond oil Nutrition 0.000 description 1
- YKESCYBQWFUVGY-UHFFFAOYSA-N C(C1=CC=C(C=C1)OC)(=O)O.OC1=CC=C(C(=O)O)C=C1 Chemical compound C(C1=CC=C(C=C1)OC)(=O)O.OC1=CC=C(C(=O)O)C=C1 YKESCYBQWFUVGY-UHFFFAOYSA-N 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- -1 Diol esters Chemical class 0.000 description 1
- GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin Chemical compound O([C@H]1[C@H](C=C[C@H]23)OC(C)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4OC(C)=O GVGLGOZIDCSQPN-PVHGPHFFSA-N 0.000 description 1
- 241000906034 Orthops Species 0.000 description 1
- 229920000954 Polyglycolide Polymers 0.000 description 1
- 208000002607 Pseudarthrosis Diseases 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 239000008168 almond oil Substances 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000002729 catgut Substances 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 208000037976 chronic inflammation Diseases 0.000 description 1
- 230000006020 chronic inflammation Effects 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- LBVWYGNGGJURHQ-UHFFFAOYSA-N dicarbon Chemical compound [C-]#[C+] LBVWYGNGGJURHQ-UHFFFAOYSA-N 0.000 description 1
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- SZUIEBOFAKRNDS-UHFFFAOYSA-N ethane-1,2-diol;2-hydroxyacetic acid Chemical compound OCCO.OCC(O)=O SZUIEBOFAKRNDS-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- SMESMKWYOSOHJZ-UHFFFAOYSA-N hexanedioic acid;2-hydroxyacetic acid Chemical compound OCC(O)=O.OC(=O)CCCCC(O)=O SMESMKWYOSOHJZ-UHFFFAOYSA-N 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 210000002540 macrophage Anatomy 0.000 description 1
- IJFXRHURBJZNAO-UHFFFAOYSA-N meta--hydroxybenzoic acid Natural products OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 230000000399 orthopedic effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000004633 polyglycolic acid Substances 0.000 description 1
- 239000004626 polylactic acid Substances 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/046—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/18—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/04—Materials for stopping bleeding
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Surgery (AREA)
- Dermatology (AREA)
- Medicinal Chemistry (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Materials For Medical Uses (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823229540 DE3229540A1 (de) | 1982-08-07 | 1982-08-07 | Resorbierbare knochenwachse |
| AT83107529T ATE40045T1 (de) | 1982-08-07 | 1983-07-30 | Resorbierbare knochenwachse. |
| DE8383107529T DE3378957D1 (en) | 1982-08-07 | 1983-07-30 | Bioresorbable bone waxes |
| EP83107529A EP0100981B1 (de) | 1982-08-07 | 1983-07-30 | Resorbierbare Knochenwachse |
| JP58144342A JPS5946963A (ja) | 1982-08-07 | 1983-08-05 | 吸収性骨ワツクス |
| US06/700,351 US5277900A (en) | 1982-08-07 | 1985-02-11 | Method for blood coagulation on hard tissues |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823229540 DE3229540A1 (de) | 1982-08-07 | 1982-08-07 | Resorbierbare knochenwachse |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3229540A1 true DE3229540A1 (de) | 1984-02-09 |
Family
ID=6170385
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19823229540 Withdrawn DE3229540A1 (de) | 1982-08-07 | 1982-08-07 | Resorbierbare knochenwachse |
| DE8383107529T Expired DE3378957D1 (en) | 1982-08-07 | 1983-07-30 | Bioresorbable bone waxes |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8383107529T Expired DE3378957D1 (en) | 1982-08-07 | 1983-07-30 | Bioresorbable bone waxes |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0100981B1 (enExample) |
| JP (1) | JPS5946963A (enExample) |
| AT (1) | ATE40045T1 (enExample) |
| DE (2) | DE3229540A1 (enExample) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3716302A1 (de) * | 1987-05-15 | 1988-11-24 | Henkel Kgaa | Verbesserte resorbierbare knochenwachse |
| US5143730A (en) * | 1988-07-25 | 1992-09-01 | Henkel Kommanditgesellschaft Auf Aktien | Resorbable bone wax |
| US5399353A (en) * | 1986-06-20 | 1995-03-21 | Henkel Kommanditgesellschaft Auf Aktien | Preparations for covering undamaged and/or damaged areas of human or animal skin |
| US5552454A (en) * | 1988-08-09 | 1996-09-03 | Henkel Kommanditgesellschaft Auf Aktien | New materials for bone replacement and for joining bones or prostheses |
| WO2012130031A1 (zh) | 2011-04-01 | 2012-10-04 | 广州奥托沙医药科技有限公司 | 一种医用可吸收骨创面止血材料及其制备方法 |
| EP2508210A2 (de) | 2011-04-06 | 2012-10-10 | Heraeus Medical GmbH | Plastisch verformbares, biodegradierbares Hämostyptikum |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4481353A (en) * | 1983-10-07 | 1984-11-06 | The Children's Medical Center Corporation | Bioresorbable polyesters and polyester composites |
| US5620700A (en) * | 1990-10-30 | 1997-04-15 | Alza Corporation | Injectable drug delivery system and method |
| JPH05194189A (ja) * | 1991-10-23 | 1993-08-03 | Boehringer Ingelheim Kg | 乳酸に基づくオリゴマー及び／又はポリマーの半固形混合物、それらの製造方法並びに吸収性埋め込み物としてのそれらの使用 |
| DE19858891A1 (de) * | 1998-12-19 | 2000-06-21 | Merck Patent Gmbh | Verbesserte Knochensiegel |
| ES2261253T3 (es) * | 1999-09-14 | 2006-11-16 | Tepha, Inc. | Composiciones de polihidroxialcanoato para la reparacion y aumentacion del rejido liso. |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0085944B1 (de) * | 1982-02-10 | 1986-04-09 | Henkel Kommanditgesellschaft auf Aktien | Chirurgische Bindemittelsysteme zum Verkleben von körpereigenem Hartgewebe gewünschtenfalls mit Kunststoff und/oder Metall |
| DE3204504A1 (de) * | 1982-02-10 | 1983-08-18 | Henkel KGaA, 4000 Düsseldorf | Neue schwerfluechtige mono- und/oder bis-(meth)-acrylate und ihre verwendung |
-
1982
- 1982-08-07 DE DE19823229540 patent/DE3229540A1/de not_active Withdrawn
-
1983
- 1983-07-30 AT AT83107529T patent/ATE40045T1/de not_active IP Right Cessation
- 1983-07-30 DE DE8383107529T patent/DE3378957D1/de not_active Expired
- 1983-07-30 EP EP83107529A patent/EP0100981B1/de not_active Expired
- 1983-08-05 JP JP58144342A patent/JPS5946963A/ja active Granted
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5399353A (en) * | 1986-06-20 | 1995-03-21 | Henkel Kommanditgesellschaft Auf Aktien | Preparations for covering undamaged and/or damaged areas of human or animal skin |
| DE3716302A1 (de) * | 1987-05-15 | 1988-11-24 | Henkel Kgaa | Verbesserte resorbierbare knochenwachse |
| US5143730A (en) * | 1988-07-25 | 1992-09-01 | Henkel Kommanditgesellschaft Auf Aktien | Resorbable bone wax |
| US5308623A (en) * | 1988-07-25 | 1994-05-03 | Henkel Kommanditgesellschaft Auf Aktien | Resorbable bone wax |
| US5482717A (en) * | 1988-07-25 | 1996-01-09 | Henkel Kommanditgesellschaft Auf Aktien | Resorbable bone wax |
| US5552454A (en) * | 1988-08-09 | 1996-09-03 | Henkel Kommanditgesellschaft Auf Aktien | New materials for bone replacement and for joining bones or prostheses |
| WO2012130031A1 (zh) | 2011-04-01 | 2012-10-04 | 广州奥托沙医药科技有限公司 | 一种医用可吸收骨创面止血材料及其制备方法 |
| EP2508210A2 (de) | 2011-04-06 | 2012-10-10 | Heraeus Medical GmbH | Plastisch verformbares, biodegradierbares Hämostyptikum |
| DE102011016277A1 (de) | 2011-04-06 | 2012-10-11 | Heraeus Medical Gmbh | Plastisch verformbares, biodegradierbares Hämostyptikum |
| US10143773B2 (en) | 2011-04-06 | 2018-12-04 | Heraeus Medical Gmbh | Malleable, biodegradable hemostatic agent |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0100981B1 (de) | 1989-01-18 |
| JPH039747B2 (enExample) | 1991-02-12 |
| ATE40045T1 (de) | 1989-02-15 |
| JPS5946963A (ja) | 1984-03-16 |
| EP0100981A3 (en) | 1986-02-19 |
| EP0100981A2 (de) | 1984-02-22 |
| DE3378957D1 (en) | 1989-02-23 |
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Legal Events
| Date | Code | Title | Description |
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| 8141 | Disposal/no request for examination |