CN108159437A - A kind of cubical room temperature aqueous synthesis method of multi-functional prussian blue nano - Google Patents
A kind of cubical room temperature aqueous synthesis method of multi-functional prussian blue nano Download PDFInfo
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- CN108159437A CN108159437A CN201711305244.0A CN201711305244A CN108159437A CN 108159437 A CN108159437 A CN 108159437A CN 201711305244 A CN201711305244 A CN 201711305244A CN 108159437 A CN108159437 A CN 108159437A
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- prussian blue
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- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 title claims abstract description 71
- 229960003351 prussian blue Drugs 0.000 title claims abstract description 71
- 239000013225 prussian blue Substances 0.000 title claims abstract description 71
- 238000001308 synthesis method Methods 0.000 title claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 33
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 29
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 26
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 claims abstract description 24
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910001447 ferric ion Inorganic materials 0.000 claims abstract description 16
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000000243 solution Substances 0.000 claims description 65
- 238000005406 washing Methods 0.000 claims description 21
- 238000003756 stirring Methods 0.000 claims description 20
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 16
- 239000006193 liquid solution Substances 0.000 claims description 14
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 claims description 13
- 239000001263 FEMA 3042 Substances 0.000 claims description 13
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 claims description 13
- 235000015523 tannic acid Nutrition 0.000 claims description 13
- 229920002258 tannic acid Polymers 0.000 claims description 13
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 claims description 13
- 229940033123 tannic acid Drugs 0.000 claims description 13
- 150000002500 ions Chemical class 0.000 claims description 9
- 229940074391 gallic acid Drugs 0.000 claims description 8
- 235000004515 gallic acid Nutrition 0.000 claims description 8
- 229910021645 metal ion Inorganic materials 0.000 claims description 8
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 7
- 239000011259 mixed solution Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 5
- 239000000276 potassium ferrocyanide Substances 0.000 claims description 5
- XOGGUFAVLNCTRS-UHFFFAOYSA-N tetrapotassium;iron(2+);hexacyanide Chemical compound [K+].[K+].[K+].[K+].[Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] XOGGUFAVLNCTRS-UHFFFAOYSA-N 0.000 claims description 5
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 4
- 238000005119 centrifugation Methods 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 229910052688 Gadolinium Inorganic materials 0.000 claims description 2
- WAEMQWOKJMHJLA-UHFFFAOYSA-N Manganese(2+) Chemical compound [Mn+2] WAEMQWOKJMHJLA-UHFFFAOYSA-N 0.000 claims description 2
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 claims description 2
- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 claims description 2
- XGGLLRJQCZROSE-UHFFFAOYSA-K ammonium iron(iii) sulfate Chemical compound [NH4+].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O XGGLLRJQCZROSE-UHFFFAOYSA-K 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 229930014669 anthocyanidin Natural products 0.000 claims description 2
- 150000001452 anthocyanidin derivatives Chemical class 0.000 claims description 2
- 235000008758 anthocyanidins Nutrition 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 claims description 2
- MVFCKEFYUDZOCX-UHFFFAOYSA-N iron(2+);dinitrate Chemical compound [Fe+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O MVFCKEFYUDZOCX-UHFFFAOYSA-N 0.000 claims description 2
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052697 platinum Inorganic materials 0.000 claims description 2
- 235000021283 resveratrol Nutrition 0.000 claims description 2
- 229940016667 resveratrol Drugs 0.000 claims description 2
- 239000012266 salt solution Substances 0.000 claims description 2
- 239000000264 sodium ferrocyanide Substances 0.000 claims 1
- GTSHREYGKSITGK-UHFFFAOYSA-N sodium ferrocyanide Chemical compound [Na+].[Na+].[Na+].[Na+].[Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] GTSHREYGKSITGK-UHFFFAOYSA-N 0.000 claims 1
- 235000012247 sodium ferrocyanide Nutrition 0.000 claims 1
- 238000003384 imaging method Methods 0.000 abstract description 14
- 238000002360 preparation method Methods 0.000 abstract description 11
- 239000000463 material Substances 0.000 abstract description 8
- 230000006870 function Effects 0.000 abstract description 7
- 230000015572 biosynthetic process Effects 0.000 abstract description 6
- 238000003786 synthesis reaction Methods 0.000 abstract description 6
- 238000005265 energy consumption Methods 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 4
- 239000002105 nanoparticle Substances 0.000 abstract description 4
- 230000000536 complexating effect Effects 0.000 abstract description 3
- 238000011160 research Methods 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 17
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 16
- 229910052737 gold Inorganic materials 0.000 description 16
- 239000010931 gold Substances 0.000 description 16
- 235000013339 cereals Nutrition 0.000 description 15
- 229920001864 tannin Polymers 0.000 description 8
- 235000018553 tannin Nutrition 0.000 description 8
- 239000001648 tannin Substances 0.000 description 8
- 239000011260 aqueous acid Substances 0.000 description 7
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 210000004027 cell Anatomy 0.000 description 6
- RJOJUSXNYCILHH-UHFFFAOYSA-N gadolinium(3+) Chemical compound [Gd+3] RJOJUSXNYCILHH-UHFFFAOYSA-N 0.000 description 6
- 239000002086 nanomaterial Substances 0.000 description 6
- 235000012249 potassium ferrocyanide Nutrition 0.000 description 6
- 230000005540 biological transmission Effects 0.000 description 5
- 238000002595 magnetic resonance imaging Methods 0.000 description 5
- 238000007626 photothermal therapy Methods 0.000 description 5
- 241001062009 Indigofera Species 0.000 description 4
- 238000002591 computed tomography Methods 0.000 description 4
- SJUCACGNNJFHLB-UHFFFAOYSA-N O=C1N[ClH](=O)NC2=C1NC(=O)N2 Chemical compound O=C1N[ClH](=O)NC2=C1NC(=O)N2 SJUCACGNNJFHLB-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- RUTXIHLAWFEWGM-UHFFFAOYSA-H iron(3+) sulfate Chemical compound [Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O RUTXIHLAWFEWGM-UHFFFAOYSA-H 0.000 description 3
- 229910000360 iron(III) sulfate Inorganic materials 0.000 description 3
- -1 metals ion Chemical class 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 230000004083 survival effect Effects 0.000 description 3
- 210000004881 tumor cell Anatomy 0.000 description 3
- 206010028980 Neoplasm Diseases 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000002872 contrast media Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- MEANOSLIBWSCIT-UHFFFAOYSA-K gadolinium trichloride Chemical compound Cl[Gd](Cl)Cl MEANOSLIBWSCIT-UHFFFAOYSA-K 0.000 description 2
- 239000002082 metal nanoparticle Substances 0.000 description 2
- 238000001000 micrograph Methods 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 208000018737 Parkinson disease Diseases 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 208000026935 allergic disease Diseases 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000002019 anti-mutation Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008827 biological function Effects 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 238000002059 diagnostic imaging Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- CBMIPXHVOVTTTL-UHFFFAOYSA-N gold(3+) Chemical compound [Au+3] CBMIPXHVOVTTTL-UHFFFAOYSA-N 0.000 description 1
- 230000013632 homeostatic process Effects 0.000 description 1
- 150000002505 iron Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 208000015122 neurodegenerative disease Diseases 0.000 description 1
- 230000005311 nuclear magnetism Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000002601 radiography Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- DCXPBOFGQPCWJY-UHFFFAOYSA-N trisodium;iron(3+);hexacyanide Chemical compound [Na+].[Na+].[Na+].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCXPBOFGQPCWJY-UHFFFAOYSA-N 0.000 description 1
- 238000012800 visualization Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/22—Echographic preparations; Ultrasound imaging preparations ; Optoacoustic imaging preparations
- A61K49/222—Echographic preparations; Ultrasound imaging preparations ; Optoacoustic imaging preparations characterised by a special physical form, e.g. emulsions, liposomes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
- A61K41/0052—Thermotherapy; Hyperthermia; Magnetic induction; Induction heating therapy
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/04—X-ray contrast preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
- A61K49/10—Organic compounds
- A61K49/101—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/18—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes
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- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Radiology & Medical Imaging (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Physics & Mathematics (AREA)
- Acoustics & Sound (AREA)
- Pharmacology & Pharmacy (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
This application discloses a kind of multi-functional cubical room temperature aqueous synthesis methods of prussian blue nano, plant polyphenol is dissolved in pure water first, then ferric ion solution is added in, ferrous cyanogen root solution is slowly dropped in above-mentioned solution after mixing, 5 ~ 60 min of reaction is stirred at room temperature, obtain prussian blue nano cube, obtained prussian blue nano cube size is uniform, with excellent biocompatibility and stability, and functions expanding can be carried out to prussian blue nano particle using the reproducibility and complexing power of outside plant polyphenol, obtain multi-functional prussian blue nano cube.External imaging research is carried out by the multi-functional prussian blue nano cube to synthesis, the results showed that the material has good application prospect in terms of multimode bio-imaging.This application the method equipment is simple, mild condition, low energy consumption, short preparation period, easy to implement, is a kind of to prepare the cubical ideal method of multi-functional prussian blue nano.
Description
Technical field
The invention belongs to the preparing technical fields of nanometer image probe, and in particular to a kind of multi-functional prussian blue nano is stood
Cube and its synthetic method.
Background technology
Plant polyphenol is a kind of high-molecular compound containing polynary phenolic hydroxyl group.There are many containing in its molecular structure
With various metals ion complex reaction can occur for phenolic hydroxyl group.In addition, plant polyphenol is due to can be with internal protein, biology
The reactions such as alkali, polysaccharide and its inoxidizability, are medically widely used.There are many biological functions for plant polyphenol, such as anti-
Bacterium, anti-mutation, antiviral, anticancer, anti-inflammatory, analgesic, homeostasis etc..The reactivity that its free radical has height be allowed to chronic and
Play the role of in degenerative disease it is great, such as allergy, diabetes, Parkinson's disease, Alzheimer disease, cancer and angiocardiopathy
Deng.
In order to avoid photo-thermal therapy influences normal cell tissue, the visualization that bio-imaging technology and photo-thermal therapy are combined
Photo-thermal therapy technology causes the extensive concern of people.Since each bio-imaging has respective quality, how to combine
Nano material of the advantages of each imaging pattern synthesis with multi-modality imaging has very big application prospect on following medical imaging.
Prussian blue is at present by food and drug administration's approval for the clinical medical medicament of radioactivity.
There are good absorption and photo-thermal with hollow structure, effective iron ion active site and near infrared region due to it
Transfer efficiency, prussian blue nano material have been used for photoacoustic imaging and photo-thermal diagnosis research.Studies have reported that Prussia
Application (J. Mater. Chem., 2010,20,5251-5259) and conduct of the blue nanocube as nuclear magnetism contrast agent
Application (Chem.Commun., the 2013,49,11029-11031 of photoacoustic contrast agent; Biomaterials, 2014, 35,
9844-9852.;Chinese patent, application number 201510837165.9）, but there is still a need for heating mostly for above-mentioned reaction condition, use lemon
Lemon acid group or polyethylene glycol are not easy further to do functions expanding, and in physiological solution easily assemble, application weight as stabilizer
It is NMR imaging, photoacoustic imaging, photo-thermal therapy field, is unfavorable for carrying out other imaging applications.
In conclusion the present invention is conveniently and efficiently synthesized by the use of plant polyphenol as stabilizer in room temperature aqueous phase system
Prussian blue nano cube with good dispersion.In addition, utilize the outside reproducibility of plant polyphenol and complexing power pair
Prussian blue nano cube carries out functions expanding, can obtain multi-functional prussian blue nano cube.It, can be with by regulation and control
Realize photoacoustic imaging, Magnetic resonance imaging, CT scan, Positron Emission Computed Tomography and photo-thermal
The multimodes Biologic Medical Image applications such as treatment.
Invention content
The technical issues of solution：In order to overcome the deficiencies in the prior art, the application proposes a kind of multi-functional general Shandong
The room temperature aqueous synthesis method of scholar's indigo plant nanocube, this method have the characteristics that green is convenient, easily operated, and gained is multi-functional
Prussian blue nano cube size is uniform, and preparation process is simple, and number of devices is few, and short preparation period, low energy consumption, environment friend
It is good, convenient for promoting, solve the technical problems such as complicated preparation process in the prior art, long preparation period and high energy consumption.
Technical solution：A kind of cubical room temperature aqueous synthesis method of multi-functional prussian blue nano, includes the following steps：
The first step：Plant polyphenol is added in pure water, stirring and dissolving, obtains 0.1 ~ 1.0 mM plant polyphenol solution at room temperature；
Second step：Ferric ion solution is added in the plant polyphenol solution of the first step, stir and evenly mix, contained at room temperature
The plant polyphenol solution of 0.2 ~ 2.0 mM ferric ions；
Third walks：The ferrous iron of 0.2 ~ 2.0 mM is added dropwise dropwise into the plant polyphenol solution containing ferric ion obtained by second step
Reaction is stirred at room temperature in cyanogen root solution, obtains the plant polyphenol solution containing ferrous cyanogen root and ferric ion；
4th step：Third is walked into gained mixed solution, 5 ~ 60 min of reaction is stirred at room temperature, pure water is used after product is centrifuged
Washing, is distributed in pure water and obtains prussian blue nano cube liquid solution；
5th step：The function metal ion of 0.1 ~ 1.0 mM is added in into the prussian blue nano cube liquid solution obtained by the 4th step
Solution obtains the prussian blue nano cube liquid solution containing functional metal ion, continues to be stirred to react 10 ~ 120 min, will produce
It is dry after washing 3 times with pure water washing after object centrifugation, obtain multi-functional prussian blue nano cube.
A kind of optimal technical scheme as the application：The plant polyphenol for tannic acid, gallic acid, catechol,
Resveratrol or anthocyanidin.
A kind of optimal technical scheme as the application：The ferric ion solution refers to iron nitrate solution, chlorination
One kind in ferrous solution, ferrum sulfuricum oxydatum solutum, Ammonium ferric sulfate dodecahyrate solution.
A kind of optimal technical scheme as the application：The ferrous cyanogen root solution refers to potassium ferrocyanide solution, Asia
One kind in sodium ferricyanide solution, ferrocyanide ammonium salt solution.
A kind of optimal technical scheme as the application：The function metal ion refers to gadolinium（III）Ion, manganese（II）
Ion,64Copper（II）Ion, chlorine gold（III）Acid ion, chlorine platinum（IV）Acid ion, palladium（II）It is one or more in ion.
A kind of optimal technical scheme as the application：The centrifugal speed of centrifuge washing is in 4th step, the 5th step
28000rpm, pure water washing times are 3 times, and drying temperature is 50 DEG C in the 5th step, drying time 8h.
A kind of optimal technical scheme as the application：Speed is stirred to react in the third step, the 4th step and the 5th step
For 800-1000r/min.
Advantageous effect：
1. the prussian blue nano cube being prepared has good biocompatibility and stability, while is stood using nanometer
The complexing power and reproducibility of the plant polyphenol on cube surface load corresponding metal ion or metal nanoparticle, obtain more work(
The prussian blue nano cube of energy, and preparation process is simple, number of devices is few, and short preparation period, low energy consumption, environmental-friendly,
Convenient for promoting.
2. this method has the characteristics that green is convenient, easily operated, directly synthesized in water phase under room temperature environment more
Function prussian blue nano cube, without high-temperature heating.
3. the multi-functional prussian blue nano cube size of gained is uniform, surface is rich in phenolic hydroxyl group, is easy to modify, just
In functions expanding.
4. experiment synthesis can carry out under normal temperature and pressure conditions, required experimental facilities is simple, mild condition, low energy consumption,
Short preparation period, it is easy to implement, convenient for promote.
5. material is less toxic, good biocompatibility, there is multi-functional, strong near infrared absorption, light and heat stability can answer
For photoacoustic imaging, Magnetic resonance imaging, CT scan, Positron Emission Computed Tomography and photo-thermal
A variety of Biologic Medical Image fields such as treatment.
6. the prussian blue nano cube of area load gold nano grain is in 730 nm laser（0.8 W/cm2）Irradiation
Under, when nano material degree reaches 15.6 μ g/mL, temperature can reach 48.1 DEG C after 5 min of laser irradiation, have reached
The critical-temperature of tumour cell can be killed（43 ℃）, illustrating the material of synthesis has extraordinary photothermal conversion efficiency.
7. under laser irradiation, with the increase of material concentration, the survival rate of cell continuously decreases, and illustrates the nano material
Have to cancer cell and kill effect very well, and under no laser irradiation, cell survival rate illustrates this nanometer of material all 100% or so
Material does not have toxicity to cell in itself, there is the potential applied to human body photo-thermal therapy.
8. with the raising of nano material concentration, photoacoustce signal intensity is also being remarkably reinforced, optoacoustic intensity enhancing and material
Expect that the increase of concentration is in a linear relationship, show to can be used for photoacoustic imaging in tumour cell and tissue.
The material also very advantageous in terms of magnetic resonance imaging, in T2Under pattern, with the increase of PB@TA concentration, into
Image brightness is dimmed, the mM of relaxation rate r2=31.91-1s-1, show that the nano material can become and have excellent performance outstanding T2Radiography
Agent, the magnetic resonance imaging available for tumour cell and tissue.
Description of the drawings
Fig. 1 is the cubical transmission electricity of prussian blue nano that the application is the area load gadolinium ion that embodiment 1 synthesizes
Sub- MIcrosope image.
Fig. 2 is the cubical transmission of prussian blue nano for the area load gold nano grain that the embodiment of the present application 2 synthesizes
Electron microscope image.
Fig. 3 is the product of the synthesis of the application comparative example 1 in Prussian blue the receiving for not containing the preparation of plant polyphenol solution system
The transmission electron microscope image of rice grain.
Fig. 4 is the product of the synthesis of the embodiment of the present application 2 in various concentration area load gold nano grain prussian blue nano
Cubical photo-thermal heating curve.
Fig. 5 is that the product various concentration area load gold nano grain prussian blue nano that the embodiment of the present application 2 synthesizes is stood
The photo-thermal of cube irradiates the figure compared with cell survival rate under no light.
Fig. 6 is that the product various concentration area load gold nano grain prussian blue nano that the embodiment of the present application 2 synthesizes is stood
Photoacoustic imaging and its intensity-concentration relationship figure of cube.
Fig. 7 is that the product various concentration area load gold nano grain prussian blue nano that the embodiment of the present application 2 synthesizes is stood
The magnetic resonance imaging of cube（T2Pattern）And its intensity-concentration relationship figure.
Specific embodiment
The specific embodiment of the application is described in further detail with reference to the accompanying drawings of the specification.Following embodiment
It will be helpful to those skilled in the art and further understand the application, but do not limit the application in any form.It should be understood that
Be, to those skilled in the art, do not depart from the application design under the premise of, can also make it is several deformation and
It improves.These belong to the protection domain of the application.
Embodiment 1：
As shown in Figure 1, a kind of cubical room temperature aqueous synthesis method of multi-functional prussian blue nano, includes the following steps：
The first step：At room temperature, it weighs tannic acid to be dissolved in 40 mL pure water, stirring and dissolving, obtains the tannin of 0.1 mM at room temperature
Aqueous acid；
Second step：In the tannin aqueous acid that the ferric chloride solution addition first step is obtained, stir and evenly mix at room temperature, obtain concentration
The tannic acid solution of 0.5 mM iron chloride；
Third walks：The potassium ferrocyanide of 0.5 mM is added dropwise into the tannic acid solution of 0.5 mM iron chloride made from second step
Solution, at room temperature quick stirring, is stirred to react speed as 800r/min, obtains the tannin containing ferrous cyanogen root and ferric ion
Acid solution；
4th step：30 min are reacted under the conditions of the mixed solution of third step gained is stirred at room temperature, being stirred to react speed is
900r/min centrifuges product under 28000rpm, with pure water washing 3 times after centrifugation, product is distributed in pure water, is obtained
To prussian blue nano cube liquid solution；
5th step：0.4 mM gadolinium chloride solution is added in into the prussian blue nano cube liquid solution obtained by the 4th step, is quickly stirred
60 min of reaction are mixed, speed is stirred to react as 1000r/min, is centrifuged under 28000rpm after stirring, then with pure water washing 3 times
Afterwards, 50 DEG C of dry 8h obtain the multi-functional prussian blue nano cube of area load gadolinium ion.
The cubical transmission electron microscope figure of the prussian blue nano of area load gadolinium ion obtained in the present embodiment
As it can be seen that the obtained multi-functional Prussian blue particle of load gadolinium ion for cube pattern, size in 40-50 nm, point
It dissipates uniform.
Embodiment 2：
As shown in Fig. 2, a kind of cubical room temperature aqueous synthesis method of multi-functional prussian blue nano, includes the following steps：
The first step：At room temperature, it weighs tannic acid to be dissolved in 40 mL pure water, stirring and dissolving, obtains the tannin of 0.1 mM at room temperature
Aqueous acid；
Second step：In the tannin aqueous acid that the ferric chloride solution addition first step is obtained, stir and evenly mix at room temperature, obtain concentration
The tannic acid solution of 0.5 mM iron chloride；
Third walks：It is molten that 0.5 mM potassium ferrocyanides are added dropwise into the tannic acid solution of 0.5 mM iron chloride made from second step
Liquid, at room temperature quick stirring, is stirred to react speed as 800r/min, obtains the tannic acid containing ferrous cyanogen root and ferric ion
Solution；
4th step：30 min are reacted under the conditions of the mixed solution of third step gained is stirred at room temperature, being stirred to react speed is
900r/min centrifuges product under 28000rpm, then with being distributed in pure water after pure water washing 3 times, obtains Prussia
Blue nano cubic liquid solution；
5th step：0.1 mM chlorauric acid solutions are added in into the prussian blue nano cube liquid solution obtained by the 4th step, are quickly stirred
60 min of reaction are mixed, speed is stirred to react as 1000r/min, is centrifuged under 28000rpm after being stirred to react, then with pure washing
After washing 3 times, 8h is dried at 50 DEG C, obtains the multi-functional prussian blue nano cube of area load gold nano grain.
The multi-functional prussian blue nano cube transmitted electron of the area load gold nano grain obtained in the present embodiment
The multi-functional Prussian blue particle for the load gold nano that MIcrosope image can be seen that is cube pattern, and size is in 40-
50 nm, are uniformly dispersed, and the gold nano grain of area load is in 2-3 nm.
Embodiment 3：
A kind of cubical room temperature aqueous synthesis method of multi-functional prussian blue nano, includes the following steps：
The first step：At room temperature, gallic acid is dissolved in 40 mL pure water, at room temperature stirring and dissolving, obtains not eating for 0.1 mM
Sub- aqueous acid；
Second step：In the gallic acid aqueous solution that the ferric chloride solution addition first step is obtained, stir and evenly mix, obtain dense at room temperature
Spend the gallic acid solution of 0.5 mM iron chloride；
Third walks：0.5 mM potassium ferrocyanides are added dropwise into the gallic acid solution of 0.5 mM iron chloride made from second step
Solution, at room temperature quick stirring, is stirred to react speed as 800r/min, obtains not eating containing ferrous cyanogen root and for ferric ion
Sub- acid solution；
4th step：30 min are reacted under the conditions of the mixed solution of third step gained is stirred at room temperature, being stirred to react speed is
900r/min will be centrifuged under product 28000rpm, then with after pure water washing 3 times, product is distributed in pure water, obtains Pu Lu
Scholar's indigo plant nano cubic liquid solution；
5th step：0.4 mM gadolinium chloride solution is added in into the prussian blue nano cube liquid solution obtained by the 4th step, is quickly stirred
Reaction 60min is mixed, speed is stirred to react as 1000r/min, is centrifuged under 28000rpm after being stirred to react, then with pure water washing
After 3 times, 8h is dried at 50 DEG C, obtains the multi-functional prussian blue nano cube of area load gadolinium ion.
The cubical transmission electron microscope figure of the prussian blue nano of area load gadolinium ion obtained in the present embodiment
As can be seen that the multi-functional Prussian blue particle of load gold nano prepared in gallic acid solution as cube pattern, ruler
It is very little in 50 nm or so, be uniformly dispersed.The result shows that in different plant polyphenols（Gallic acid and tannic acid）, preparation
Multi-functional prussian blue nano cube result is basically identical.
Embodiment 4：
A kind of cubical room temperature aqueous synthesis method of multi-functional prussian blue nano, includes the following steps：
The first step：At room temperature, tannic acid is dissolved in 40 mL pure water pure water, stirring and dissolving, obtains 0.1 mM's at room temperature
Tannin aqueous acid；
Second step：In the tannin aqueous acid that the ferrum sulfuricum oxydatum solutum addition first step is obtained, stir and evenly mix at room temperature, obtain concentration
The tannic acid solution of 0.5 mM ferric sulfate；
Third walks：The potassium ferrocyanide of 0.5 mM is added dropwise into the tannic acid solution of 0.5 mM ferric sulfate made from second step
Solution, at room temperature quick stirring are stirred to react speed and the tannin containing ferrous cyanogen root and ferric ion are obtained for 800r/min
Acid solution；
4th step：30 min are reacted under the conditions of the mixed solution of third step gained is stirred at room temperature, being stirred to react speed is
900r/min centrifuges product under 28000rpm, then with after pure water washing 3 times, product is distributed in pure water, is obtained general
Shandong scholar's indigo plant nano cubic liquid solution；
5th step：0.1 mM is added in into the prussian blue nano cube liquid solution obtained by the 4th step, chlorauric acid solution quickly stirs
60 min of reaction are mixed, speed is stirred to react as 1000r/min, is centrifuged under 28000rpm, after pure water washing 3 times, at 50 DEG C
Dry 8h obtains the multi-functional prussian blue nano cube of area load gold nano grain.
The multi-functional prussian blue nano cube transmitted electron of the area load gold nano grain obtained in the present embodiment
MIcrosope image can be seen that the multi-functional Prussian blue particle of the load gold nano prepared in ferrum sulfuricum oxydatum solutum is cube
Pattern, size are uniformly dispersed, the gold nano grain of area load is in 2-3 nm in 50 nm or so.The result shows that in difference
Under trivalent iron salt reaction condition（Ferric sulfate and iron chloride）, the multi-functional prussian blue nano cube result basic one of preparation
It causes.
Comparative example 1：
As shown in figure 3, a kind of room temperature aqueous synthesis method of prussian blue nano particle, includes the following steps：
The first step：At room temperature, ferric chloride solution is added in 40 mL pure water pure water, stirs and evenly mixs at room temperature, obtain concentration
The ferric chloride solution of 0.5 mM；
Second step：0.5 mM potassium ferrocyanide solutions, room are added dropwise into the ferric chloride solution of 0.5 mM obtained by the first step
The lower quick stirring of temperature, is stirred to react speed as 800r/min, obtains the solution containing ferrous cyanogen root and ferric ion；
Third walks：30 min are reacted under the conditions of mixed solution obtained by second step is stirred at room temperature, being stirred to react speed is
900r/min centrifuges product 28000rpm, then with after pure water washing 3 times, product is distributed in pure water, obtains Prussia
Blue nanoparticles solution；
4th step：It walks to obtain in prussian blue nano particle solution to third and adds in 0.1 mM chlorauric acid solutions, react 60min,
60 min quickly are stirred to react, are stirred to react speed as 1000r/min, 28000rpm centrifugations, after pure water washing 3 times, 50 DEG C
Lower dry 8h obtains irregular Prussian blue particle, and surface does not have gold nano grain.
The experimental results showed that in the case of no plant polyphenol, although Prussian blue particle, products therefrom can be synthesized
Not of uniform size, grain size is larger, and poor dispersion, ununified pattern.In addition, since surface does not have plant polyphenol, Pu Lu
Scholar's indigo plant particle surface is not easy to load other metal ions or metal nanoparticle.
Part that the present invention does not relate to is same as the prior art or the prior art can be used is realized.
The specific embodiment of the application is described above.It is to be appreciated that the application be not limited to it is above-mentioned specific
Embodiment, those skilled in the art can make various deformations or amendments within the scope of the claims, this has no effect on this
The substantive content of application.
Claims (7)
1. a kind of cubical room temperature aqueous synthesis method of multi-functional prussian blue nano, which is characterized in that include the following steps：
The first step：Plant polyphenol is added in pure water, stirring and dissolving, obtains 0.1 ~ 1.0 mM plant polyphenol solution at room temperature；
Second step：Ferric ion solution is added in the plant polyphenol solution of the first step, stir and evenly mix, contained at room temperature
The plant polyphenol solution of 0.2 ~ 2.0 mM ferric ions；
Third walks：The ferrous iron of 0.2 ~ 2.0 mM is added dropwise dropwise into the plant polyphenol solution containing ferric ion obtained by second step
Reaction is stirred at room temperature in cyanogen root solution, obtains the plant polyphenol solution containing ferrous cyanogen root and ferric ion；
4th step：Third is walked into gained mixed solution, 5 ~ 60 min of reaction is stirred at room temperature, pure water is used after product is centrifuged
Washing, is distributed in pure water and obtains prussian blue nano cube liquid solution；
5th step：The function metal ion of 0.1 ~ 1.0 mM is added in into the prussian blue nano cube liquid solution obtained by the 4th step
Solution obtains the prussian blue nano cube liquid solution containing functional metal ion, continues to be stirred to react 10 ~ 120 min, will produce
It is dry after washing 3 times with pure water washing after object centrifugation, obtain multi-functional prussian blue nano cube.
2. the cubical room temperature aqueous synthesis method of multi-functional prussian blue nano according to claim 1, feature exist
In：The plant polyphenol is tannic acid, gallic acid, catechol, resveratrol or anthocyanidin.
3. the cubical room temperature aqueous synthesis method of multi-functional prussian blue nano according to claim 1, feature exist
In：The ferric ion solution refers to iron nitrate solution, ferric chloride solution, ferrum sulfuricum oxydatum solutum, Ammonium ferric sulfate dodecahyrate
One kind in solution.
4. the cubical room temperature aqueous synthesis method of multi-functional prussian blue nano according to claim 1, feature exist
In：The ferrous cyanogen root solution refers to one in potassium ferrocyanide solution, sodium ferrocyanide solution, ferrocyanide ammonium salt solution
Kind.
5. the cubical room temperature aqueous synthesis method of multi-functional prussian blue nano according to claim 1, feature exist
In：The function metal ion refers to gadolinium（III）Ion, manganese（II）Ion,64Copper（II）Ion, chlorine gold（III）Acid group from
Son, chlorine platinum（IV）Acid ion, palladium（II）It is one or more in ion.
6. the cubical room temperature aqueous synthesis method of multi-functional prussian blue nano according to claim 1, feature exist
In：The centrifugal speed of centrifuge washing is 28000rpm in 4th step, the 5th step, and pure water washing times are 3 times, described the
Drying temperature is 50 DEG C in five steps, drying time 8h.
7. the cubical room temperature aqueous synthesis method of multi-functional prussian blue nano according to claim 1, feature exist
In：Speed is stirred to react as 800-1000r/min in the third step, the 4th step and the 5th step.
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Application publication date: 20180615 |