JP7066750B2 - 自然分解性担体としてのl-乳酸カルシウム構造体 - Google Patents
自然分解性担体としてのl-乳酸カルシウム構造体 Download PDFInfo
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- JP7066750B2 JP7066750B2 JP2019566659A JP2019566659A JP7066750B2 JP 7066750 B2 JP7066750 B2 JP 7066750B2 JP 2019566659 A JP2019566659 A JP 2019566659A JP 2019566659 A JP2019566659 A JP 2019566659A JP 7066750 B2 JP7066750 B2 JP 7066750B2
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- MKJXYGKVIBWPFZ-CEOVSRFSSA-L calcium;(2s)-2-hydroxypropanoate Chemical group [Ca+2].C[C@H](O)C([O-])=O.C[C@H](O)C([O-])=O MKJXYGKVIBWPFZ-CEOVSRFSSA-L 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 135
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 claims description 56
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 47
- 239000004310 lactic acid Substances 0.000 claims description 24
- 235000014655 lactic acid Nutrition 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 23
- 239000003446 ligand Substances 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- 239000002316 fumigant Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 8
- 231100000252 nontoxic Toxicity 0.000 claims description 8
- 230000003000 nontoxic effect Effects 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 3
- 235000013373 food additive Nutrition 0.000 claims description 3
- 239000002778 food additive Substances 0.000 claims description 3
- 238000009826 distribution Methods 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000007921 spray Substances 0.000 claims description 2
- YBCVMFKXIKNREZ-UHFFFAOYSA-N acoh acetic acid Chemical compound CC(O)=O.CC(O)=O YBCVMFKXIKNREZ-UHFFFAOYSA-N 0.000 claims 1
- 150000001491 aromatic compounds Chemical class 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
- 239000011575 calcium Substances 0.000 description 141
- 239000012621 metal-organic framework Substances 0.000 description 33
- 239000013078 crystal Substances 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- UOORRWUZONOOLO-UHFFFAOYSA-N telone II Natural products ClCC=CCl UOORRWUZONOOLO-UHFFFAOYSA-N 0.000 description 15
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 13
- 239000000292 calcium oxide Substances 0.000 description 13
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 13
- 125000005647 linker group Chemical group 0.000 description 11
- UOORRWUZONOOLO-UPHRSURJSA-N (Z)-1,3-dichloropropene Chemical compound ClC\C=C/Cl UOORRWUZONOOLO-UPHRSURJSA-N 0.000 description 10
- 238000001179 sorption measurement Methods 0.000 description 10
- 239000007788 liquid Substances 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 8
- 239000003337 fertilizer Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 239000000575 pesticide Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- UOORRWUZONOOLO-OWOJBTEDSA-N (E)-1,3-dichloropropene Chemical compound ClC\C=C\Cl UOORRWUZONOOLO-OWOJBTEDSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000011148 porous material Substances 0.000 description 6
- 238000013268 sustained release Methods 0.000 description 6
- 239000012730 sustained-release form Substances 0.000 description 6
- XQKKWWCELHKGKB-UHFFFAOYSA-L calcium acetate monohydrate Chemical compound O.[Ca+2].CC([O-])=O.CC([O-])=O XQKKWWCELHKGKB-UHFFFAOYSA-L 0.000 description 5
- LFHISGNCFUNFFM-UHFFFAOYSA-N chloropicrin Chemical compound [O-][N+](=O)C(Cl)(Cl)Cl LFHISGNCFUNFFM-UHFFFAOYSA-N 0.000 description 5
- 235000013305 food Nutrition 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 229910021645 metal ion Inorganic materials 0.000 description 5
- 238000000634 powder X-ray diffraction Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000004483 ATR-FTIR spectroscopy Methods 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000001144 powder X-ray diffraction data Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000004467 single crystal X-ray diffraction Methods 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229940067460 calcium acetate monohydrate Drugs 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000005469 synchrotron radiation Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 229960005069 calcium Drugs 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000001639 calcium acetate Substances 0.000 description 2
- 229960005147 calcium acetate Drugs 0.000 description 2
- 235000011092 calcium acetate Nutrition 0.000 description 2
- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 description 2
- 239000001527 calcium lactate Substances 0.000 description 2
- 229960002401 calcium lactate Drugs 0.000 description 2
- 235000011086 calcium lactate Nutrition 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000003795 desorption Methods 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- -1 fragrances Chemical class 0.000 description 2
- 238000003958 fumigation Methods 0.000 description 2
- 235000021472 generally recognized as safe Nutrition 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000001757 thermogravimetry curve Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004278 EU approved seasoning Substances 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000012491 analyte Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 235000019568 aromas Nutrition 0.000 description 1
- 239000008122 artificial sweetener Substances 0.000 description 1
- 235000021311 artificial sweeteners Nutrition 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 229940000033 dermatological agent Drugs 0.000 description 1
- 239000003241 dermatological agent Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- ZYBWTEQKHIADDQ-UHFFFAOYSA-N ethanol;methanol Chemical compound OC.CCO ZYBWTEQKHIADDQ-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 238000003895 groundwater pollution Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 238000001027 hydrothermal synthesis Methods 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000008297 liquid dosage form Substances 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 235000021096 natural sweeteners Nutrition 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000002429 nitrogen sorption measurement Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000003208 petroleum Substances 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
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920003223 poly(pyromellitimide-1,4-diphenyl ether) Polymers 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000001028 reflection method Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000010099 solid forming Methods 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 238000004454 trace mineral analysis Methods 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0216—Solid or semisolid forms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/08—Acetic acid
- C07C53/10—Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/01—Saturated compounds having only one carboxyl group and containing hydroxy or O-metal groups
- C07C59/08—Lactic acid
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dermatology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Dentistry (AREA)
- General Chemical & Material Sciences (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Birds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- General Preparation And Processing Of Foods (AREA)
- Seasonings (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Description
から選択される、上記の組成物。
に沿って見たチャネル。開口に属する酸化カルシウム多面体を強調表示している。配色は、優先権出願と同様に、Cを黒色、Oを赤色、Caをシアン、Ca2+酸化物多面体をシアンで示し、分かりやすくするためにHは省略した。
(1) (a) Yaghi, O. M.; O’Keeffe, M.; Ockwig, N. W.; Chae, H. K.; Eddaoudi, M.; Kim, J. Nature 2003, 423, 705-714. (b) Kaskel, S. The Chemistry of Metal-Organic Frameworks: Synthesis, Characterization, and Applications; Wiley-VCH: Weinheim, 2016.
(2) Furukawa, H.; Cordova, K. E.; O’Keeffe, M.; Yaghi, O. M. Science 2013, 341, 1230444.
(3) (a) Schroder, M. Functional Metal-Organic Frameworks: Gas Storage, Separation and Catalysis; Springer: Berlin, 2010. (b) Li, J.-R.; Sculley, J.; Zhou, H.-C. Chem. Rev. 2012, 112, 869-932.
(4) Forgan, R.S. Metal-Organic Frameworks: Edible Frameworks. Encyclopedia of Inorganic and Bioinorganic Chemistry; John Wiley & Sons: New York, 2014.
(5) Imaz, I.; Rubio-Martinez, M.; An, J.; Sole-Font, I.; Rosi, N. L.; Maspoch, D. Chem. Comm. 2011, 47, 7287-7302.
(6) Fromm, K. M. Coord. Chem. Rev. 2008, 252, 856-885.
(7) National Library of Medicine. Toxicology Data Network.
https://toxnet.nlm.nih.gov/index.html. Both calcium lactate and calcium acetate are generally recognized as safe (GRAS) as food additive.
(8) Thommes, M.; Kaneko, K.; Neimark, A. V.; Olivier, J.; Rodriguez-Reinoso, F.; Rouquerol, J.; Sing, K. S. Pure and Appl. Chem. 2015, 87, 1051-1069.
(9) Walton, K. S.; Snurr, R. Q. J. Am. Chem. Soc. 2007, 129, 8552-8556.
(10) Spek, A. L. Acta Cryst. 2009, D65, 148-155.
(11) (a) Shorter, J. H.; Kolb, C. E.; Crill, P. M.; Kerwin, R. A. Nature 2002, 377, 717-719. (b) Martin, F. N. Annu. Rev. Phytopathol. 2003, 41, 325-350.
(12) Ashworth, D. J.; Yates, S. R.; Wesenbeeck, I. J. V.; Stanghellini, M. J. Agric. Food Chem. 2015, 63, 415-421.
(13) Pesticide Use reporting-2014 Summary Data, Sacramento, CA, USA, 2014; available at http://www.cdpr.ca.gov/docs/pur/pur14rep/14_pur.htm.
(14) Kim, J.-H.; Papiernik, S. K.; Farmer, W. J.; Gan, J.; Yates, S. R. J. Environ. Qual. 2003, 32, 2223-2229.
(15) (a) Yates, S. R.; Ashworth, D. J.; Zheng, W.; Zhang, Q.; Knuteson, J.; Wessenbeeck, I. J. V. J. Agric. Food Chem. 2015, 63, 5354-5363. (b) Desaeger, J. A. Eger, J. E. J.; Csinos, A. S.; Gilreath, J. P.; Olson, S. M.; Webster, T. M. Pest Manag. Sci. 2004, 60, 1220-1230.
(16) (a) Akira, S.; Mizuyoshi, F.; Hiroshi, A.; Shiyunnosuke, W.; Nobuji, T. Granular chloropicrin preparation for soil disinfection and production thereof. Japan. Patent JPH01172302 (A), July 7, 1989. (b) Solar, J. M.; Wilson, C. L.; Ghaouth, A. E. Controlled release fumigation of harvested agricultural commodities. US Patent US 5958490 A, Sep 28, 1999. (c) Han, J. L. Mixed solid preparation of chloropicrin and 1.3-dichloropropylene and manufacturing technology thereof. China Patent CN 101627754 B, Nov 13, 2013. (d) Han, J. L.; Yi, C. J. Preparation method and application of 1,3-dichloropropene solid slow-release preparation. China Pat. Appl. CN 201310062631, May 22, 2013.
(17) Engelstad, O.P. Fertilizer Technology and Use; Soil Science Society of America: Madison, 1985.
0.071gの酢酸カルシウム一水和物(Ca(OAc)2・H2O、0.4mmol)と0.072gのL-(+)-乳酸(HL、0.8mmol)を、容量23mLのテフロン製オートクレーブに入れた6mLの無水エタノールと混合した。次いで、オートクレーブを密閉して、120℃に保った恒温オーブンで4日間加熱した。室温まで冷却した後、得られた結晶を無水エタノールで1日洗浄した。(収量:Caベースで26%)。
EA:Ca14(C3H5O3)20(C2H3O2)8(C2H6O)(H2O)としての計算値:C 32.54%;H 4.62%。分析値:C 31.67%;H 4.75%。ATR-FTIR(4000~400cm-1):3250(br),2979(w),1563(s),1422(s),1314(m),1267(m),1122(s),1089(w),1044(m),930(w),858(m),773(m),664(m),616(m),550(m),469(w),442(w),423(w)
0.071gの酢酸カルシウム一水和物(Ca(OAc)2・H2O、0.4mmol)と0.036gのL-(+)-乳酸(HL、0.4mmol)を、容量23mLのテフロン製オートクレーブに入れた6mLの無水メタノールと混合した。次いで、オートクレーブを密閉して、100℃に保った恒温オーブンで3日間加熱した。室温まで冷却した後、得られた結晶を無水メタノールで1日洗浄した。(収量:Caベースで25%)。
EA:Ca6(C3H5O3)3(C2H3O2)9としての計算値:C 30.68%;H 4.20%。分析値:C 31.33%;H 4.07%。ATR-FTIR(4000~400cm-1):3300(br),2981(w),1540(s),1462(s),1417(s),1320(w),1271(m),1138(m),1123(m),1051(w),1024(m),956(w),934(w),860(m),774(m),662(s),649(m),617(s),561(m),468(m),419(w)
合成したMOF-1201の無色の棒状(100μm×20μm×20μm)結晶をそのまま母液から速やかに回収し、結晶の分解を最小限に抑えるためにparatoneオイルに加え、ALSのビームライン11.3.1にマウントし、100Kでλ=0.7749(1)Åの放射光を入射した。
合成したMOF-1203の無色の針状(90μm×90μm×5μm)結晶をそのまま母液から速やかに回収し、ALSのビームライン11.3.1にマウントし、λ=0.7749(1)Åの放射光を入射した。
当研究室にてBEL Japan社製BELSORP-aqua3を用いて蒸気収着測定を行い、25℃におけるシス-1,3-ジクロロプロペンの蒸気収着等温線を取得した。測定前に、分析物を液体窒素で瞬間凍結し、次いで、動的真空下に少なくとも2回さらすことにより、リザーバー中のガスを除去した。測定温度は、25℃に保たれた水浴を用いて制御し、モニターした。ヘリウムを用いて、デッドスペースを推定し、蒸気吸着量を計測した。
Claims (11)
- L-乳酸および酢酸をキレート配位子として含む、Ca2+をベースとする金属有機構造体(MOF)組成物であって、式[Ca14(L-乳酸)(16~24)(酢酸)(12~4)]で表され、乳酸配位子と酢酸配位子の総和が28個であるか、または式[Ca6(L-乳酸)(2~4)(酢酸)(10~8)]で表され、乳酸配位子と酢酸配位子の総和が12個である組成物。
- 式[Ca14(L-乳酸)(16~24)(酢酸)(12~4)]で表され、乳酸配位子と酢酸配位子の総和が28個である、請求項1の組成物。
- 式[Ca14(L-乳酸)(18)(酢酸)(10)]で表される、請求項1の組成物。
- 式[Ca14(L-乳酸)(21)(酢酸)(7)]で表される、請求項1の組成物。
- 式[Ca6(L-乳酸)(2~4)(酢酸)(10~8)]で表され、乳酸配位子と酢酸配位子の総和が12個である、請求項1の組成物。
- 式[Ca6(L-乳酸)(4)(酢酸)(8)]で表される、請求項1の組成物。
- 式[Ca6(L-乳酸)(2.5)(酢酸)(9.5)]で表される、請求項1の組成物。
- 式[Ca14(L-乳酸)(20)(酢酸)(8)]で表されるMOF-1201である、請求項1の組成物。
- 式[Ca6(L-乳酸)(3)(酢酸)(9)]で表されるMOF-1203である、請求項1の組成物。
- 前記MOFに封入された剤を含み、該剤が、燻蒸剤または噴霧剤の形態で用いられる作物保護製品;薬剤または治療薬;芳香化合物;ならびに食品添加物から選択される、請求項1、2、3、4、5、6、7、8または9の組成物。
- 無毒な生分解性担体を用いて剤を送達または分配する方法であって、該剤を、請求項1、2、3、4、5、6、7、8または9の組成物に封入して送達または分配することを含む方法。
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