CN116271113B - Multifunctional photo-curing sound guide gel and preparation method and application thereof - Google Patents
Multifunctional photo-curing sound guide gel and preparation method and application thereof Download PDFInfo
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- CN116271113B CN116271113B CN202310591496.3A CN202310591496A CN116271113B CN 116271113 B CN116271113 B CN 116271113B CN 202310591496 A CN202310591496 A CN 202310591496A CN 116271113 B CN116271113 B CN 116271113B
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- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 238000000016 photochemical curing Methods 0.000 title claims abstract description 7
- 238000001879 gelation Methods 0.000 title description 2
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- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims abstract description 16
- 230000001070 adhesive effect Effects 0.000 claims abstract description 16
- 239000000853 adhesive Substances 0.000 claims abstract description 14
- 229920005862 polyol Polymers 0.000 claims abstract description 10
- 150000003077 polyols Chemical class 0.000 claims abstract description 10
- 239000002994 raw material Substances 0.000 claims abstract description 4
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- 108010010803 Gelatin Proteins 0.000 claims description 34
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- 229920000159 gelatin Polymers 0.000 claims description 34
- 235000019322 gelatine Nutrition 0.000 claims description 34
- 235000011852 gelatine desserts Nutrition 0.000 claims description 34
- IBGBGRVKPALMCQ-UHFFFAOYSA-N 3,4-dihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1O IBGBGRVKPALMCQ-UHFFFAOYSA-N 0.000 claims description 30
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 30
- 235000013824 polyphenols Nutrition 0.000 claims description 30
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 29
- 238000000502 dialysis Methods 0.000 claims description 17
- PCYGLFXKCBFGPC-UHFFFAOYSA-N 3,4-Dihydroxy hydroxymethyl benzene Natural products OCC1=CC=C(O)C(O)=C1 PCYGLFXKCBFGPC-UHFFFAOYSA-N 0.000 claims description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- 239000012528 membrane Substances 0.000 claims description 7
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 6
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 6
- BMCSBVHAGWUAQR-UHFFFAOYSA-N 2-hydroxy-2-(2-methylprop-2-enoylamino)acetic acid Chemical compound CC(=C)C(=O)NC(O)C(O)=O BMCSBVHAGWUAQR-UHFFFAOYSA-N 0.000 claims description 4
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 claims description 3
- UGVRJVHOJNYEHR-UHFFFAOYSA-N 4-chlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 UGVRJVHOJNYEHR-UHFFFAOYSA-N 0.000 claims description 3
- BBAGPRAUWBSYDH-UHFFFAOYSA-N C(C)OP(OC(C1=C(C=C(C=C1C)C)C)=O)=O Chemical compound C(C)OP(OC(C1=C(C=C(C=C1C)C)C)=O)=O BBAGPRAUWBSYDH-UHFFFAOYSA-N 0.000 claims description 3
- NQSMEZJWJJVYOI-UHFFFAOYSA-N Methyl 2-benzoylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 NQSMEZJWJJVYOI-UHFFFAOYSA-N 0.000 claims description 3
- 244000028419 Styrax benzoin Species 0.000 claims description 3
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 3
- GTTSNKDQDACYLV-UHFFFAOYSA-N Trihydroxybutane Chemical compound CCCC(O)(O)O GTTSNKDQDACYLV-UHFFFAOYSA-N 0.000 claims description 3
- 229960002130 benzoin Drugs 0.000 claims description 3
- MZRQZJOUYWKDNH-UHFFFAOYSA-N diphenylphosphoryl-(2,3,4-trimethylphenyl)methanone Chemical compound CC1=C(C)C(C)=CC=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MZRQZJOUYWKDNH-UHFFFAOYSA-N 0.000 claims description 3
- 235000019382 gum benzoic Nutrition 0.000 claims description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 3
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 claims description 2
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 claims description 2
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 claims description 2
- LSWCMUBJZBXTDM-UHFFFAOYSA-M P(=O)(OC1=CC=CC=C1)(OC(C1=C(C=C(C=C1C)C)C)=O)[O-].[Li+] Chemical compound P(=O)(OC1=CC=CC=C1)(OC(C1=C(C=C(C=C1C)C)C)=O)[O-].[Li+] LSWCMUBJZBXTDM-UHFFFAOYSA-M 0.000 claims description 2
- 229940051250 hexylene glycol Drugs 0.000 claims description 2
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 15
- 238000003384 imaging method Methods 0.000 abstract description 11
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- 238000001035 drying Methods 0.000 abstract description 3
- 238000007493 shaping process Methods 0.000 abstract description 3
- 210000004872 soft tissue Anatomy 0.000 abstract description 3
- 239000012567 medical material Substances 0.000 abstract description 2
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- KLGDRWGOXDJNPH-UHFFFAOYSA-N P(=O)(O)(O)O.C1(=CC=CC=C1)C=1C(=C(C(=O)[Li])C(=CC1C)C)C Chemical compound P(=O)(O)(O)O.C1(=CC=CC=C1)C=1C(=C(C(=O)[Li])C(=CC1C)C)C KLGDRWGOXDJNPH-UHFFFAOYSA-N 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- 239000000523 sample Substances 0.000 description 8
- 239000003292 glue Substances 0.000 description 7
- 239000008055 phosphate buffer solution Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
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- 239000007788 liquid Substances 0.000 description 4
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- 238000012876 topography Methods 0.000 description 4
- 238000012285 ultrasound imaging Methods 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- 208000031737 Tissue Adhesions Diseases 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 238000004108 freeze drying Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 238000007718 adhesive strength test Methods 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 230000000845 anti-microbial effect Effects 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000012258 culturing Methods 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000003745 diagnosis Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 229920002674 hyaluronan Polymers 0.000 description 2
- 229960003160 hyaluronic acid Drugs 0.000 description 2
- -1 polytetrafluoroethylene Polymers 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 238000002604 ultrasonography Methods 0.000 description 2
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 239000011358 absorbing material Substances 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 210000000170 cell membrane Anatomy 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
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- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
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- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F289/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds not provided for in groups C08F251/00 - C08F287/00
-
- 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
- A61K49/226—Solutes, emulsions, suspensions, dispersions, semi-solid forms, e.g. hydrogels
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
Abstract
The invention relates to the technical field of medical materials, in particular to a multifunctional photo-curing sound guide gel and a preparation method and application thereof. The multifunctional photo-curing sound guide gel comprises the following raw materials in parts by weight: 5 to 15 parts of modified functional adhesive, 5 to 15 parts of N-vinyl pyrrolidone, 40 to 60 parts of polyol, 0.1 to 0.3 part of photoinitiator and 40 to 60 parts of water. The invention also discloses a preparation method of the sound guide gel and application of the sound guide gel as medical consumable in improving ultrasonic imaging. The sound guiding gel has acoustic characteristics, can be tightly combined with soft tissues to be imaged/treated, has good tissue adhesiveness and antibacterial performance, can be rapidly cured and shaped by photo, realizes controllable shaping of a different space, and meets the drying resistance and antibacterial property required by long-time ultrasonic imaging.
Description
Technical Field
The invention relates to the technical field of medical materials, in particular to a multifunctional photo-curing sound guide gel and a preparation method and application thereof.
Background
During ultrasonic examination, air between the probe and the skin of a patient can prevent ultrasonic waves from being transmitted into the human body, and liquid conducting media are needed for connecting the probe and the body surface of the patient in order to obtain high-quality images, wherein the adopted liquid conducting media are sound guiding glue. The purpose of using the sound guiding glue is to fill the tiny gaps between the contact surfaces, so that the tiny air between the gaps does not influence the penetration of ultrasound; secondly, the acoustic impedance difference between the probe and the skin is reduced by the transitional effect of the coupling agent, so that the reflection loss of ultrasonic energy at the interface is reduced; in addition, the probe also plays a role of lubrication, reduces friction between the probe surface and skin, and enables the probe to flexibly and slidably probe. The quality of the sound guiding glue is closely related to the quality of the obtained sound image, and the sound guiding glue with poor quality can lead to the loss of ultrasonic energy, the reduction of resolution, the blurring of images and even the stimulation of skin and the damage of a probe. An acoustic gel is a material used to improve the ultrasound imaging effect. The high-performance ultrasonic wave-absorbing material is generally composed of high-molecular polymers and water, has good adhesion and conductivity, can effectively conduct ultrasonic waves, and reduces reflection of the ultrasonic waves between different media. The sound guiding gel is widely applied to the fields of medical ultrasound, industrial detection, underwater detection and the like. In the medical field, the sound guiding gel is commonly used for ultrasonic diagnosis, ultrasonic treatment, operation navigation and other aspects, and can improve the diagnosis accuracy and the treatment effect.
At present, the combination of the sound guiding gel and the skin has the problems of no compactness, poor mechanical property, easiness in breeding germs and the like, and can influence the quality of ultrasonic imaging and seriously obstruct the use of the sound guiding gel; furthermore, in some special scenarios, ultrasound imaging is performed for a long time, repeated application of the sound guiding gel is required, tissue adhesion and antibacterial properties are poor, and long-time ultrasound imaging requires that the gel have good tissue adhesion and antibacterial properties, whereas current commercial sound guiding gels do not.
In view of this, it is necessary to provide an acoustically conductive gel that is photocurable, adhesive and antimicrobial to address the above-mentioned deficiencies.
Disclosure of Invention
In order to solve the technical problems, the invention provides a photocurable, adhesive and antibacterial sound guiding gel, and a preparation method and application thereof. The acoustic gel of the present invention has acoustic properties, can be tightly combined with soft tissue to be imaged/treated, and has good tissue adhesion and antibacterial properties.
One of the purposes of the present invention is to provide a multifunctional photo-curable sound guiding gel.
Another object of the present invention is to provide a method for preparing an acoustic gel.
It is a further object of the present invention to provide an acoustic gel for use.
The multifunctional photo-curing sound guide gel provided by the specific embodiment of the invention comprises the following raw materials in parts by mass:
5 to 15 parts of modified functional adhesive, 5 to 15 parts of N-vinyl pyrrolidone, 40 to 60 parts of polyol, 0.1 to 0.3 part of photoinitiator and 40 to 60 parts of water.
According to the sound guiding gel provided by the specific embodiment of the invention, the modified functional gel comprises any one of double bond and polyphenol co-modified gelatin, double bond and polyphenol co-modified aminopolysaccharide or methacrylic hyaluronic acid.
According to the sound guiding gel provided by the specific embodiment of the invention, the double bond and polyphenol co-modified gelatin is prepared by reacting methacrylamide gelatin with 3, 4-dihydroxybenzaldehyde, and the mass ratio of the methacrylamide gelatin to the 3, 4-dihydroxybenzaldehyde is 2: (0.1-1).
According to the sound guiding gel provided by the specific embodiment of the invention, the preparation of the double bond and polyphenol co-modified gelatin comprises the following steps:
dissolving methacrylamidoglycolate and 3, 4-dihydroxybenzaldehyde into PBS solution for reaction;
and dialyzing the reacted solution by using a dialysis membrane with a molecular weight of 3000Da to obtain the double bond and polyphenol co-modified gelatin.
According to the sound guide gel provided by the specific embodiment of the invention, the reaction temperature is 35-40 ℃ and the reaction time is 10-15 h.
According to the sound guiding gel provided by the specific embodiment of the invention, the dialysis time is 2-4 d.
According to the sound guide gel provided by the specific embodiment of the invention, the polyol is any one of ethylene glycol, propylene glycol, glycerol, butanediol, butanetriol, hexanediol, pentaerythritol and neopentyl glycol.
According to the sound guiding gel provided by the specific embodiment of the invention, the photoinitiator is selected from any one of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate, 2,4,6 (trimethylbenzoyl) diphenyl phosphine oxide, ethyl 2,4, 6-trimethylbenzoyl phosphonate, 2-methyl-1- [ 4-methylthiophenyl ] -2-morpholino-1-acetone, 2-isopropylthioxanthone, 4-dimethylamino-ethyl benzoate, 1-hydroxy-cyclohexyl-phenyl ketone, 2-hydroxy-2-methyl-1-phenyl-1-acetone, benzoin dimethyl ether, methyl o-benzoyl benzoate, 4-chlorobenzophenone and 4-phenyl benzophenone.
The preparation method of the sound guide gel provided by the specific embodiment of the invention comprises the following steps:
taking 5-15 parts by mass of modified functionalized adhesive, 5-15 parts by mass of N-vinyl pyrrolidone, 40-60 parts by mass of polyol and 40-60 parts by mass of water for dissolving and mixing, and adding 0.1-0.3 part by mass of photoinitiator for mixing to prepare the sound guide gel.
The sound guiding gel provided by the specific embodiment of the invention is used as medical consumable in improving ultrasonic imaging.
According to the application of the sound guiding gel provided by the specific embodiment of the invention as medical consumable in improving ultrasonic imaging, after the sound guiding gel is coated, 405nm ultraviolet light is adopted to irradiate the sound guiding gel, so that the solid sound guiding gel is formed.
Compared with the prior art, the invention has the beneficial effects that:
1. the sound guiding gel has tissue adhesiveness, adopts double bond and polyphenol to co-modify gelatin, can be tightly combined with soft tissues to be imaged/treated, has rich phenolic hydroxyl groups and double bonds, can be subjected to photoinitiation, crosslinking, curing and shaping, and can damage cell membranes of bacteria, promote protein denaturation and inhibit growth and proliferation of bacteria, so that the sound guiding gel has antibacterial performance, and meets the requirements of tissue adhesiveness and antibacterial performance of long-time ultrasonic imaging. Meanwhile, the sound guiding gel has good acoustic characteristics, can ensure that ultrasonic waves smoothly penetrate through the gel to reach tissues to be detected, and improves ultrasonic imaging precision.
2. The sound guiding gel disclosed by the invention can meet the drying resistance required by long-time ultrasonic imaging, and the light-cured sound guiding gel only contains a small amount of water, is lower than the water content of commercial hydrogel, and therefore has beneficial drying resistance.
3. The double bond and polyphenol co-modified gelatin, the N-vinyl pyrrolidone and the polyalcohol are adopted in the sound guiding gel, and can be solidified and shaped within a few seconds under the photoinitiator, so that the controllable shaping of the abnormal space can be realized, the bonding degree of the sound guiding gel and skin tissues is increased, and the influence of gaps on ultrasonic imaging precision is avoided.
Drawings
FIG. 1 is a topography of an acoustic gel according to example 1 of the present invention;
FIG. 2 is a topography of an acoustic gel according to example 2 of the present invention;
FIG. 3 is a topography of an acoustic gel according to example 3 of the present invention;
FIG. 4 is a topography of the inventive comparative example 1 acoustic gel;
FIG. 5 is a graph showing the adhesive strength test of the acoustic gel of examples 1-3 of the present invention;
FIG. 6 is a bar graph of the adhesion strength of the glue of examples 1-3, comparative example 1 and the market;
FIG. 7 is a diagram showing the adhesion between the sound guiding gel of example 3 and different materials according to the present invention;
FIG. 8 is a diagram showing the antibacterial test of the acoustic gel of examples 1 to 3 and comparative example 1 of the present invention.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the technical solutions of the present invention will be described in detail below. It will be apparent that the described embodiments are only some, but not all, embodiments of the invention. All other embodiments, based on the examples herein, which are within the scope of the invention as defined by the claims, will be within the scope of the invention as defined by the claims.
The invention provides a photo-curable, adhesive and antibacterial sound guiding gel which comprises the following raw materials in parts by weight:
5 to 15 parts of modified functional adhesive, 5 to 15 parts of N-vinyl pyrrolidone, 40 to 60 parts of polyol, 0.1 to 0.3 part of photoinitiator and 40 to 60 parts of water.
In some examples, the modified functionalized gum includes any of double bond and polyphenol co-modified gelatin, double bond and polyphenol co-modified aminopolysaccharide, or methacrylated hyaluronic acid.
In some examples, the double bond and polyphenol co-modified gelatin is prepared by reacting a methacrylated gelatin with 3, 4-dihydroxybenzaldehyde, the mass ratio of the methacrylated gelatin to the 3, 4-dihydroxybenzaldehyde being 2: (0.1-1).
In some examples, the preparation of the double bond and polyphenol co-modified gelatin comprises the steps of:
dissolving methacrylamidoglycolate and 3, 4-dihydroxybenzaldehyde into PBS solution for reaction;
and dialyzing the reacted solution by using a dialysis membrane with a molecular weight of 3000Da to obtain the double bond and polyphenol co-modified gelatin.
In some examples, the temperature of the reaction is 35 to 40 ℃ and the reaction time is 10 to 15 hours.
In some examples, the dialysis is for a period of 2 to 4 days.
In some examples, the polyol is any one of ethylene glycol, propylene glycol, glycerol, butylene glycol, butanetriol, hexylene glycol, pentaerythritol, and neopentyl glycol.
In some examples, the photoinitiator is selected from any one of phenyl (2, 4, 6-trimethylbenzoyl) phosphate lithium salt, 2,4,6 (trimethylbenzoyl) diphenyl phosphine oxide, ethyl 2,4, 6-trimethylbenzoyl phosphonate, 2-methyl-1- [ 4-methylthiophenyl ] -2-morpholino-1-propanone, 2 isopropylthioxanthone, ethyl 4-dimethylamino-benzoate, 1-hydroxy-cyclohexyl-phenyl methanone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, benzoin dimethyl ether, methyl o-benzoyl benzoate, 4-chlorobenzophenone, and 4-phenylbenzophenone.
The invention also provides a preparation method of the sound guide gel, which comprises the following steps:
taking 5-15 parts by mass of modified functionalized adhesive, 5-15 parts by mass of N-vinyl pyrrolidone, 40-60 parts by mass of polyol and 40-60 parts by mass of water for dissolving and mixing, and adding 0.1-0.3 part by mass of photoinitiator for mixing to prepare the sound guide gel.
The invention also provides application of the sound guiding gel as medical consumable in improving ultrasonic imaging.
In some examples, after the acoustic guide gel is coated, the acoustic guide gel is irradiated with 405nm ultraviolet light to form a solid acoustic guide gel.
To further illustrate the role of the photocurable, adhesive and antimicrobial acoustic gel of the present invention as a medical consumable in improving ultrasound imaging, the following examples 1-3 and comparative example 1 were provided for performance testing:
example 1
This example 1 provides an acoustic gel prepared by mixing 1g of gelatin co-modified with double bond and polyphenol, 1g of N-vinylpyrrolidone, 5g of glycerol, 20mg of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate and 5g of water.
Preparation of double bond and polyphenol co-modified gelatin: dissolving 2g of methacrylamidoglycone and 0.2g of 3, 4-dihydroxybenzaldehyde in PBS (phosphate buffer solution) (pH value 7.5), continuously stirring at 37 ℃ for reaction for 12h, placing the reacted solution in a dialysis membrane with a molecular weight of 3000Da for dialysis for 3d, removing excessive 3, 4-dihydroxybenzaldehyde, and finally freeze-drying the solution in a dialysis bag to prepare the double bond and polyphenol co-modified gelatin.
Preparation of sound guiding gel: 1g of double bond and polyphenol co-modified gelatin and 1g N-vinylpyrrolidone were taken, 5g of water and 5g of glycerol solution were added, and after sufficient dissolution, 20mg of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate was added.
Application of the sound guiding gel: when in use, 0.05wt% of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate is added into the sound guiding gel, the mixture is injected to the surface of skin by a syringe, and then the mixture is irradiated by an ultraviolet lamp with the wavelength of 405nm for a plurality of seconds to form the solid sound guiding gel, wherein the surface appearance is shown in figure 1.
Example 2
This example 2 provides an acoustic gel prepared by mixing 1g of gelatin co-modified with double bond and polyphenol, 1g of N-vinylpyrrolidone, 5g of glycerol, 20mg of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate and 5g of water.
Preparation of double bond and polyphenol co-modified gelatin: taking 2g of methacrylamidoglycone and 0.5g of 3, 4-dihydroxybenzaldehyde, re-dissolving in PBS solution (pH value is 7.5), continuously stirring at 37 ℃ for reaction for 12h, placing the reacted solution in a dialysis membrane with the molecular weight of 3000Da for dialysis for 3d, removing excessive 3, 4-dihydroxybenzaldehyde, and finally freeze-drying the solution in a dialysis bag to prepare the double bond and polyphenol co-modified gelatin.
Preparation of sound guiding gel: 1g of double bond and polyphenol co-modified gelatin and 1g N-vinylpyrrolidone were taken, 5g of water and 5g of glycerol solution were added, and after sufficient dissolution, 20mg of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate was added.
Application of the sound guiding gel: when in use, 0.05wt% of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate is added into the sound guiding gel, the mixture is injected to the surface of skin by a syringe, and then the mixture is irradiated by an ultraviolet lamp with the wavelength of 405nm for a plurality of seconds to form the solid sound guiding gel, wherein the surface appearance is shown in figure 2.
Example 3
This example 3 provides an acoustic gel prepared by mixing 1g of gelatin co-modified with double bond and polyphenol, 1g of N-vinylpyrrolidone, 5g of glycerol, 20mg of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate and 5g of water.
Preparation of double bond and polyphenol co-modified gelatin: taking 2g of methacrylamidoglycone and 1g of 3, 4-dihydroxybenzaldehyde, re-dissolving in PBS (pH 7.5), continuously stirring at 37 ℃ for reaction for 12h, placing the reacted solution in a dialysis membrane with the molecular weight of 3000Da for dialysis for 3d, removing excessive 3, 4-dihydroxybenzaldehyde, and finally freeze-drying the solution in a dialysis bag to prepare the double bond and polyphenol co-modified gelatin.
Preparation of sound guiding gel: 1g of gelatin co-modified with double bonds and polyphenol and 1g N-vinylpyrrolidone were taken, 5g of water and 5g of glycerol solution were added, and after sufficient dissolution, 20mg of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate was added.
Application of the sound guiding gel: when in use, 0.05wt% of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate is added into the sound guiding gel, the mixture is injected to the surface of skin by a syringe, and then the mixture is irradiated by an ultraviolet lamp with the wavelength of 405nm for a plurality of seconds to form the solid sound guiding gel, wherein the surface appearance is shown in figure 3.
Comparative example 1
Comparative example 1 provided an acoustic gel, in which 2g gelatin was sufficiently dissolved in PBS solution (ph=7.5), 4 mL methacrylic anhydride was added, stirring was continued at 37 ℃ for 12h, the reacted solution was placed in a dialysis membrane of 3000Da molecular weight for 3 days to remove excess small molecules, and finally the solution in the dialysis bag was freeze-dried to obtain GelMA.
1g of GelMA and 1g of N-vinyl pyrrolidone are taken and added into 5g of water and 5g of glycerol solution, after the mixture is fully dissolved, 20mg of phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate is added, the mixture is injected to the surface of skin by a syringe, and then the mixture is irradiated by an ultraviolet lamp with the wavelength of 405nm for a plurality of seconds to form solid sound guiding gel, wherein the surface appearance is shown in figure 4.
Performance test:
1. adhesive strength: A25X 20mm sound-conducting gel was applied to the surface of the pigskin, followed by a tensile property test by a stretcher at a tensile rate of 100 mm/min.
2. Adhesion: the sound guiding gel of example 3 was made into 25 x 20mm, and the effects of suspending 500 ml beakers, 500 g weights, 330g polytetrafluoroethylene plates, 60 g weight centrifuge tubes (polyethylene tube covers), 303 g solution bottles capped with polystyrene caps, and pigskin were respectively tested under 200g weights to test the adhesiveness between the sound guiding gel and different materials.
3. Antibacterial rate: preparing the sound guiding gel into a disc with the diameter of 5mm, placing the disc on an agar plate coated with Man Gelan negative escherichia coli bacterial liquid, co-culturing for 24 hours at 37 ℃, eluting bacterial liquid attached to the disc by deionized water, diluting the eluent, coating the diluted eluent on a new agar plate, culturing for 24 hours, and counting and detecting the antibacterial rate.
4. Acoustic impedance and attenuation coefficient: the acoustic gel is manufactured into a wafer with the diameter of 20mm and the thickness of 2mm, and the acoustic impedance and the attenuation coefficient of the acoustic gel are tested at the frequency of 500 Hz-6.4 kHz based on an impedance tube method.
Test results: the adhesive strength test curves of the acoustic guide gels of examples 1 to 3 are shown in FIG. 5, and the adhesive strength results of the commercially available glues of experimental examples 1 to 3, comparative example 1, and two purchased glues are shown in FIG. 6; the results of the adhesion test of the acoustic gel of example 3 are shown in FIG. 7, the antibacterial effects of examples 1 to 3 and comparative example 1 are shown in FIG. 8, and the results of the adhesion strength, antibacterial rate, acoustic impedance rate and attenuation coefficient test of examples 1 to 3 and comparative example 1 are shown in Table 1.
TABLE 1
| Adhesive strength (kPa) | Bacteriostasis rate (%) | Specific acoustic impedance (MPa s/m) | Attenuation coefficient (Np/m) | |
| Example 1 | 10.7 | 5 | 1.59 | 0.38 |
| Example 2 | 18.4 | 99.1 | 1.57 | 0.37 |
| Example 3 | 81.2 | 99.9 | 1.57 | 0.36 |
| Comparative example 1 | 5.8 | 0 | 1.60 | 0.41 |
As can be seen from table 1, compared with comparative example 1, the acoustic gel of experimental examples 1 to 3 has stronger adhesive property and antibacterial property, which indicates that the double bond and polyphenol co-modified gelatin and the N-vinylpyrrolidone and the polyalcohol can be photo-cured under the photoinitiator, can increase the adhesive property with skin tissues, can be rapidly cured and formed, and can inhibit bacteria or germ reproduction in the ultrasonic imaging process for a long time.
The foregoing description of the preferred embodiments of the invention is not intended to limit the invention to the precise form disclosed, and any such modifications, equivalents, and alternatives falling within the spirit and scope of the invention are intended to be included within the scope of the invention.
Claims (8)
1. The multifunctional photo-curing sound guide gel is characterized by comprising the following raw materials in parts by weight:
5 to 15 parts of modified functional adhesive, 5 to 15 parts of N-vinyl pyrrolidone, 40 to 60 parts of polyol, 0.1 to 0.3 part of photoinitiator and 40 to 60 parts of water;
the modified functional gelatin is double bond and polyphenol co-modified gelatin, and the double bond and polyphenol co-modified gelatin is prepared by reacting methacrylamide gelatin with 3, 4-dihydroxybenzaldehyde.
2. The sound guiding gel of claim 1, wherein the mass ratio of the methacrylamidoglycolate to the 3, 4-dihydroxybenzaldehyde is 2: (0.1-1).
3. The sound guiding gel of claim 2, wherein the preparation of the double bond and polyphenol modified gelatin comprises the steps of:
dissolving methacrylamidoglycolate and 3, 4-dihydroxybenzaldehyde into PBS solution for reaction;
and dialyzing the reacted solution by using a dialysis membrane with a molecular weight of 3000Da to obtain the double bond and polyphenol co-modified gelatin.
4. The sound guiding gel according to claim 3, wherein the reaction temperature is 35-40 ℃ and the reaction time is 10-15 h.
5. A sound guiding gel according to claim 3, characterized in that the dialysis time is 2-4 d.
6. The sound guiding gel of claim 1, wherein the polyol is any one of ethylene glycol, propylene glycol, glycerol, butylene glycol, butanetriol, hexylene glycol, pentaerythritol, and neopentyl glycol.
7. The acoustic gel of claim 1, wherein the photoinitiator is selected from any one of phenyl (2, 4, 6-trimethylbenzoyl) phosphate lithium salt, 2,4,6 (trimethylbenzoyl) diphenyl phosphine oxide, ethyl 2,4, 6-trimethylbenzoyl phosphonate, 2-methyl-1- [ 4-methylthiophenyl ] -2-morpholino-1-propanone, 2 isopropylthioxanthone, ethyl 4-dimethylamino-benzoate, 1-hydroxy-cyclohexyl-phenyl methanone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, benzoin dimethyl ether, methyl o-benzoyl benzoate, 4-chlorobenzophenone, and 4-phenyl benzophenone.
8. A method of preparing an acoustic gel according to any one of claims 1 to 7, comprising the steps of:
taking 5-15 parts by mass of modified functionalized adhesive, 5-15 parts by mass of N-vinyl pyrrolidone, 40-60 parts by mass of polyol and 40-60 parts by mass of water for dissolving and mixing, and adding 0.1-0.3 part by mass of photoinitiator for mixing to prepare the sound guide gel.
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