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WO2016181703A1 - Résine polyuréthane pour matériau fantôme équivalent à l'eau - Google Patents

Résine polyuréthane pour matériau fantôme équivalent à l'eau Download PDF

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Publication number
WO2016181703A1
WO2016181703A1 PCT/JP2016/058294 JP2016058294W WO2016181703A1 WO 2016181703 A1 WO2016181703 A1 WO 2016181703A1 JP 2016058294 W JP2016058294 W JP 2016058294W WO 2016181703 A1 WO2016181703 A1 WO 2016181703A1
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WIPO (PCT)
Prior art keywords
polyurethane resin
water
equivalent phantom
resin
polyisocyanate
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2016/058294
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English (en)
Japanese (ja)
Inventor
正一郎 河野
真也 乾
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Sanyo Chemical Industries Ltd
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Sanyo Chemical Industries Ltd
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Filing date
Publication date
Application filed by Sanyo Chemical Industries Ltd filed Critical Sanyo Chemical Industries Ltd
Priority to JP2017517633A priority Critical patent/JP6259950B2/ja
Publication of WO2016181703A1 publication Critical patent/WO2016181703A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C39/00—Shaping by casting, i.e. introducing the moulding material into a mould or between confining surfaces without significant moulding pressure; Apparatus therefor
    • B29C39/02—Shaping by casting, i.e. introducing the moulding material into a mould or between confining surfaces without significant moulding pressure; Apparatus therefor for making articles of definite length, i.e. discrete articles
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes

Definitions

  • the present invention relates to a polyurethane resin for a water equivalent phantom material. More specifically, the present invention relates to a water-equivalent phantom material that is highly equivalent to water, has good machinability, and is easy to handle.
  • a substance that can be easily obtained in nature as a phantom material having physical properties (effective atomic number and material density) most similar to human soft tissue is water, but since it is a liquid, it is inconvenient to handle.
  • Water-equivalent solid phantom materials have been developed.
  • a material mainly composed of paraffin and a material mainly composed of an epoxy resin are known.
  • a material comprising an epoxy resin, calcium carbonate, and a microballoon of vinylidene chloride / acrylonitrile copolymer has been developed (Patent Document 1).
  • An object of the present invention is to provide a polyurethane resin for water-equivalent phantom materials that has high water equivalence and excellent mechanical strength and flexibility.
  • the present invention is a reaction product of a polyurethane resin-forming composition containing an inorganic filler (d) composed only of a polyol (a), a polyisocyanate (b), and an element having an atomic number of 1 to 40.
  • (t) is a coefficient (3.5)
  • (fi) is the ratio of the number of electrons of the i-th atom in the atoms constituting the resin to the number of electrons of the whole atoms constituting the resin.
  • (Zi) is the atomic number of the i-th atom among the atoms constituting the resin.
  • the polyurethane resin for water equivalent phantom materials of the present invention has the following effects. (1) High equivalence with reference organization (water). (2) It has excellent mechanical strength and flexibility, and is easy to handle because “cracks” and “chips” are less likely to occur. (3) Good machinability. The mechanical strength can be evaluated by impact strength described later, the flexibility can be evaluated by bending elastic modulus described later, and the cutting workability can be evaluated by cutting resistance described later.
  • Polyol (a) examples of the polyol (a) in the present invention include the following (a1), (a2) and a mixture thereof.
  • A1 Polyoxyalkylene polyol Starting materials (for example, polyhydric alcohols such as ethylene glycol, glycerin and propylene glycol, amines such as triethanolamine, ethylenediamine and toluenediamine, polyhydric phenols such as bisphenol A and bisphenol F, and the like)
  • a mixture of alkylene oxide hereinafter abbreviated as AO
  • the added AO preferably has 2 to 8 carbon atoms.
  • Propylene oxide hereinafter abbreviated as PO
  • ethylene oxide hereinafter abbreviated as EO
  • butylene oxide hereinafter abbreviated as BO
  • Two or more kinds may be used, but preferred are PO, EO, and a mixture of PO and EO.
  • the number of moles of AO added is not particularly limited, but is usually 1 to 20 moles, preferably 2 to 10 moles.
  • polyester polyol The polyhydric alcohol [particularly, a dihydric alcohol such as ethylene glycol, diethylene glycol, propylene glycol, 1,3- or 1,4-butanediol, 1,6-hexanediol, neopentyl glycol; Polyether polyols (particularly diols); or a mixture of these with trihydric or higher polyhydric alcohols such as glycerin and trimethylolpropane; and polycarboxylic acids or ester-forming derivatives thereof [acid anhydrides, lower alkyls ( Condensation of polyester polyol with adipic acid, sebacic acid, maleic anhydride, phthalic anhydride, dimethyl terephthalate, or the carboxylic anhydride and AO Reactants; their AO Adducts (EO, PO, etc.); polylactone polyols, such as those obtained by ring-opening polymerization of lactones (e.g., ⁇ -
  • polyester polyols include those containing castor oil, castor oil derivatives, and mixtures thereof.
  • Castor oil refers to natural vegetable oil extracted from the seeds of Euphorbiaceae, but is preferably refined for industrial raw materials in order to reduce the inhibition of urethane reaction and the occurrence of side reactions
  • the castor oil derivative is a castor oil derivative obtained by reacting castor oil with another compound, and has a molecular weight of 1,000 to 1,500. Is preferred.
  • Castor oil derivatives include compounds obtained by adding AO to castor oil. AO preferably has 2 to 8 carbon atoms, and includes EO, PO, BO and the like, and two or more kinds may be used.
  • (a2) [(a) among (a) is preferably 30% by weight or more, more preferably 40% by weight or more], more preferably castor oil [of (a), castor oil is 30% by weight or more, more preferably 40% by weight or more].
  • the number average molecular weight of the polyol (a) is usually 200 to 3,000, preferably 250 to 2,000, more preferably 300 to 1,500, from the viewpoint of the balance between resin strength and flexibility.
  • the average number of functional groups in (a) is usually 2 to 8, preferably 2 to 6.
  • the average hydroxyl value of (a) is usually 56 to 900, preferably 150 to 700.
  • the number average molecular weight is usually calculated from the hydroxyl value of the polyol (a) and the valence of the polyol.
  • the hydroxyl value in the present invention is measured by a method defined in JIS K0070 (1995 edition).
  • the polyisocyanate (b) in the present invention is not particularly limited as long as it is a compound having two or more isocyanate groups in the molecule.
  • Examples of (b) include aromatic polyisocyanate (b1), aliphatic polyisocyanate (b2), alicyclic polyisocyanate (b3), araliphatic polyisocyanate (b4), and modified products (b5) (for example, Urethane group, carbodiimide group, allophanate group, urea group, burette group, isocyanurate group, or oxazolidone group-containing modified product).
  • (B) may be used alone or in combination of two or more.
  • the aromatic polyisocyanate (b1) includes 6 to 16 aromatic diisocyanates, 6 to 20 aromatic triisocyanates, and aromatic isocyanates having 6 to 16 carbon atoms (excluding the carbon in the NCO group; the following isocyanates are the same).
  • Examples include crude products. Specific examples include 1,3- and / or 1,4-phenylene diisocyanate, 2,4- and / or 2,6-tolylene diisocyanate (TDI), crude TDI, 2,4′- and / or 4, 4'-diphenylmethane diisocyanate (MDI), polymethylene polyphenylene polyisocyanate (crude MDI or polymeric MDI), and the like.
  • Examples of the aliphatic polyisocyanate (b2) include aliphatic diisocyanates having 6 to 10 carbon atoms. Specific examples include 1,6-hexamethylene diisocyanate and lysine diisocyanate. Examples of the alicyclic polyisocyanate (b3) include alicyclic diisocyanates having 6 to 16 carbon atoms. Specific examples include isophorone diisocyanate (IPDI), 4,4′-dicyclohexylmethane diisocyanate, norbornane diisocyanate, and the like. Examples of the araliphatic polyisocyanate (b4) include araliphatic diisocyanates having 8 to 12 carbon atoms.
  • Specific examples include xylylene diisocyanate, ⁇ , ⁇ , ⁇ ′, ⁇ ′-tetramethylxylylene diisocyanate, and the like.
  • Specific examples of the modified polyisocyanate include urethane-modified MDI and carbodiimide-modified MDI.
  • the aliphatic polyisocyanate (b2), the alicyclic polyisocyanate (b3) and a modified product thereof are preferable. Further, (b2) and (b3) are more preferable, and (b3) is particularly preferable.
  • the isocyanate group content in the polyisocyanate (b) is preferably 10 to 40% by weight.
  • Organic filler (c) The organic filler (c) in the present invention can be used as long as it is used for generally used organic fillers, and specifically, polystyrene, polyacrylonitrile, polymethyl methacrylate, polypropylene, polyethylene, polyvinyl chloride. Synthetic organic fine particles such as wood powder, bamboo powder, sawdust, paper pulp, and natural organic fine particles such as wood-purified cellulose powder obtained from paper pulp. Among the above (c), from the viewpoint that the effective atomic number is small and it is easy to obtain an effective atomic number defined later, polyolefin resin fine particles such as polyethylene and polyethylene are preferable, and polypropylene fine particles are more preferable.
  • the volume average particle diameter (measured by a laser diffraction particle size analyzer) of (c) is not particularly limited, but is preferably 0.1 to 500 ⁇ m, more preferably 1 to 300 ⁇ m, and particularly preferably 5 to 100 ⁇ m.
  • the particle diameter of (c) is 0.1 to 500 ⁇ m, the appearance of the surface is not impaired even if the particles are located on the outer surface of the molded product, and there is little rise of fine dust during powder handling or product cutting. Therefore, it is preferable in the working environment.
  • the inorganic filler (d) in the present invention is a compound composed only of elements having atomic numbers 1 to 40.
  • (D) is preferably one having at least one element selected from the group consisting of magnesium, aluminum, silicon, and calcium as an essential constituent element.
  • (D) is an essential constituent element of the above element, and is a hydroxide, oxide, peroxide, carbonized product, carbonate, nitrate, sulfate, chloride, phosphate, silicate Etc.
  • oxides for example, silicon oxide
  • carbonates for example, calcium carbonate
  • hydroxides for example, magnesium hydroxide
  • sulfates for example, calcium sulfate
  • chlorides for example, chloride
  • silicates eg talc, molecular sieves 3A-B.
  • the volume average particle diameter (measured by a laser diffraction particle size analyzer) of (d) is not particularly limited, but is preferably 0.01 to 100 ⁇ m, more preferably 0.1 to 50 ⁇ m, particularly preferably 1 to 30 ⁇ m. is there. When the particle diameter of (c) is from 0.01 to 100 ⁇ m, the surface appearance is not impaired even when the particles are located on the outer surface of the molded product, and the dispersibility of the particles in the resin is good.
  • the polyurethane-forming composition in the present invention contains the polyol (a), the polyisocyanate (b), and the inorganic filler (d) composed only of the elements having atomic numbers 1 to 40.
  • the polyurethane-forming composition preferably further contains the organic filler (c) from the viewpoints of water equivalence (effective atomic number) and mechanical strength.
  • Each content based on the total weight of (a), (b), (c) and (d) is preferably from 30 to (a) from the viewpoint of water equivalent (effective atomic number) and mechanical strength. 65%, more preferably 35-60%; (b) is preferably 15-45%, more preferably 20-40%; (c) is preferably 5-50%, more preferably 10-45%; d) is preferably 1 to 30%, more preferably 3 to 20%.
  • the polyurethane resin-forming composition contains, as necessary, a urethanization catalyst (F), an additive (G), etc., which are generally used for urethane resin production, as long as the effects of the present invention are not impaired. May be.
  • urethanization catalyst (F) As the urethanization catalyst (F) in the present invention, all the usual urethanization catalysts that promote the urethanation reaction can be used. Examples include triethylenediamine, bis (N, N-dimethylamino-2-ethyl) ether, N , N, N ′, N′-tetramethylhexamethylenediamine, tertiary amines such as PO adducts of N, N-dimethylaminopropylamine and their carboxylates, potassium acetate, potassium octylate, stannous octoate, etc. Organic metal compounds such as carboxylic acid metal salts and dibutyltin dilaurate.
  • the addition amount of the urethanization catalyst (F) is usually 0.0001% to 1.0%, preferably 0.001% to 0.5%, based on the weight of the polyurethane resin-forming composition.
  • additives (G) in the present invention hollow particles (microballoons) (G1), lubricants (G2), plasticizers (G3), thixotropic agents (G4), foaming agents (G5), ultraviolet absorbers ( G6), anti-aging agent (G7), antioxidant (G8), colorant (G9), flame retardant (G10), antifungal agent (G11), antibacterial agent (G12), dispersant (antisettling agent) ( G13), an antifoamer (G14), and 1 type, or 2 or more types of additives chosen from the group which consists of surfactant (G15) are mentioned.
  • the (G1) is an inorganic and / or organic hollow particle having a true specific gravity of 0.6 or less, more preferably a true specific gravity of 0.1 to 0.5.
  • the (G1) and the above (c) and (d) can be distinguished by true specific gravity.
  • the amount of each type (G) added is usually 3% or less, preferably 2% or less, based on the weight of the polyurethane resin-forming composition. Further, the total amount of addition of (G) is usually 10% or less, preferably 5% or less, more preferably 3% or less, based on the weight of the polyurethane resin-forming composition.
  • the urethane resin (Q) for water-equivalent phantom of the present invention is a polyurethane resin that is a reaction product of the polyurethane resin-forming composition, and the effective atomic number (n) obtained by the following formula (1) is 7 It is 0.0 to 8.0, more preferably 7.2 to 7.8, and particularly preferably 7.3 to 7.6.
  • the (Q) comprises the inorganic filler (d) composed only of the polyol (a), the polyisocyanate (b), and an element having an atomic number of 1 to 40, preferably (a), ( b), (d) and a polyurethane resin comprising organic filler (c) as constituents, and a polyurethane resin for water-equivalent phantom material having the specific effective atomic number (n).
  • the effective atomic number (n) is out of the range, the water equivalence of (Q) is inferior.
  • the effective atomic number (n) is obtained by the following formula (1).
  • the element is preferably at most 0.5% by weight, more preferably at most 0.1% by weight, particularly preferably at most 0.05% by weight, based on the weight of the polyurethane resin (Q).
  • the polyol component formed by containing a polyol (a) and the polyisocyanate component formed by containing a polyisocyanate (b) are mixed.
  • a method of obtaining (Q) by obtaining a mixed liquid and reacting and curing by heating (for example, 100 ° C.) as necessary may be mentioned.
  • the organic filler (c) is preferably contained in each of the polyol component and the polyisocyanate component, and the urethanization catalyst (F) and the inorganic filler (d) are preferably contained in the polyol component. .
  • the production conditions of the polyurethane resin (Q) are not particularly limited, and known conditions are applied.
  • the isocyanate index [(NCO group / active hydrogen atom-containing group equivalent ratio ⁇ 100) (NCO index) in the production of the polyurethane resin is preferably 70 to 125, more preferably 75 to 120, and particularly preferably 85 to 115. It is.
  • a specific example of the method for producing the polyurethane resin (Q) of the present invention is as follows. First, an inorganic filler (d), an organic filler (c), a urethanization catalyst (E), an additive (G), etc. are mix
  • the polyurethane resin molded product (Z) for water-equivalent phantom material of the present invention is a molded product of the polyurethane resin (Q). That is, the polyurethane resin molded product (Z) for water-equivalent phantom material is obtained by molding (Q), that is, by performing processing such as cutting, cutting, cutting, and polishing as necessary. Also, a polyurethane resin can be obtained by pouring a mixed solution (polyurethane-forming composition) comprising a polyol component and a polyisocyanate component in the above production method into a mold, etc., reacting and curing the mixed solution, and heating as necessary. (Q) may be obtained, and this may be used as a polyurethane resin molded product (Z) for a water equivalent phantom material.
  • a mixed solution polyurethane-forming composition
  • the density (unit: g / cm 3 ) of the polyurethane resin molded article (Z) is preferably 0.95 to 1.05 from the viewpoint of water equivalence since the density of water at 25 ° C. is 1.00. .
  • the hardness of the polyurethane resin molded article (Z) by a type D durometer is preferably 40 to 90, more preferably 50 to 85, and particularly preferably 60 to 80 from the viewpoint of cutting workability. If the hardness is 40 or more, there is little deformation of the molded product at the time of cutting and handling, and the dimensional accuracy of the molded product can be maintained, and if it is 90 or less, the cutting resistance is small and the cutting speed can be increased. Good cutting workability.
  • the polyurethane resin (Q) for water-equivalent phantom material and the polyurethane resin molded product (Z) for water-equivalent phantom material of the present invention are urethane resin molding having high equivalence to the reference structure (water) and having both strength and flexibility. Because it is a product, it is a water-equivalent phantom material that has few chipping during handling and handling, has good machinability and is easy to handle, and is particularly suitable as a water-equivalent phantom material for radiation therapy.
  • Organic filler (c) > Organic filler (c-1): Polypropylene powder ["Ceraflower 915" Big Chemie Japan Co., Ltd., volume average particle size of about 34 ⁇ m, True specific gravity 0.90] Organic filler (c-2): Polyethylene powder ["Flow Beads LE-1080", Manufactured by Sumitomo Seika Co., Ltd., volume average particle diameter of about 11 ⁇ m, true specific gravity of 0.92]
  • Inorganic filler (d-5) Molecular sieve [Molecular sieve 3A-B powder] Union Showa Co., Ltd., true specific gravity 1.86]
  • Urethaneization catalyst (F)> Urethane catalyst (F-1): Bismuth 2-ethylhexanoate [“Neostan U-600”, Nitto Kasei Co., Ltd.]
  • G Additive
  • Micro balloon (G-1): ["Matsumoto Microsphere MFL-81GCA” Matsumoto Yushi Seiyaku Co., Ltd., volume average particle size 20 ⁇ m, true specific gravity 0.23]
  • Example 10> Using a mechanical froth foaming machine (manufactured by Toho Machine Industry Co., Ltd., MF-350 type), the polyol component and polyisocyanate component in parts by weight shown in Table 1 were continuously mixed with nitrogen, and then the polyol component and polyisocyanate. The components were mixed in the number of parts shown in Table 1, and the mixture was discharged.
  • the rotational speed of the mechanical floss head at this time was 300 RPM, and the nitrogen flow rate was 1.3 L / min.
  • the liquid feed ratio [NCO / OH equivalent ratio] of the polyol component blend liquid and the isocyanate component blend liquid was 1.05 / 1, and the liquid feed speed was 1 L / min.
  • the polyurethane resin molded product (Z-10) was obtained by curing at 100 ° C. for 10 hours.
  • Comparative Example 1 a commercially available epoxy resin molded product for water equivalent phantom material (ratio Z-1) was used. In Comparative Example 5, water was used for comparison (ratio Z-5).
  • a 200 mm x 100 mm x 30 mm test piece is cut into 80 mm x 30 mm x 10 mm to obtain a test piece for cutting resistance evaluation, and is cut with an NC machine in a room controlled at 25 ° C (cutting blade: carbide slow-away tip, 1 piece 4-component dynamometer [KISTLER Co., Ltd.]
  • the polyurethane resin molded product for water-equivalent phantom material of the present invention has higher water equivalence and good physical properties compared to the comparative product.
  • Example and Comparative Example 1 commercially available water equivalent epoxy resin
  • water equivalence was high
  • Shore D hardness / impact strength was high
  • flexural modulus was low.
  • the mechanical strength and flexibility are excellent, and the properties are high in strength, but are less likely to cause “chip” and “crack”.
  • the cutting resistance which is an index of the machinability, is low, indicating that the machinability is good.
  • the polyurethane resin (Q) for water-equivalent phantom material and the polyurethane resin molded product (Z) for water-equivalent phantom material of the present invention are highly equivalent to the reference structure (water), and are not damaged during cutting and handling. Because it has few cracks, has good machinability, and is easy to handle, it can be widely used as a water-equivalent material in the field of radiation medicine such as particle beam therapy, radiation therapy, CT imaging, and nuclear medicine. .

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne une résine polyuréthane pour un matériau fantôme équivalent à l'eau présentant un degré élevé d'équivalence avec l'eau, une résistance mécanique et une souplesse excellentes. La présente invention est une résine polyuréthane pour un matériau fantôme équivalent à l'eau et un article moulé de la résine polyuréthane pour un matériau fantôme équivalent à l'eau qui est un produit moulé de la résine polyuréthane pour le matériau fantôme équivalent à l'eau, une résine polyuréthane étant un réactif d'une composition de formation de résine polyuréthane qui contient une charge inorganique et comprenant du polyol, du polyisocyanate, et des éléments présentant des numéros atomiques compris entre 1 et 40, et un numéro atomique efficace (n) défini par la formule générale (1) étant compris entre 7,0 et 8,0. Il est préférable que la composition de formation de résine polyuréthane contienne en outre une charge organique.
PCT/JP2016/058294 2015-05-11 2016-03-16 Résine polyuréthane pour matériau fantôme équivalent à l'eau Ceased WO2016181703A1 (fr)

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JP2017517633A JP6259950B2 (ja) 2015-05-11 2016-03-16 水等価ファントム材用ポリウレタン樹脂

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JP2015-096144 2015-05-11
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JP2016-028481 2016-02-18
JP2016028481 2016-02-18

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2022057299A (ja) * 2020-09-30 2022-04-11 ベック株式会社 硬化性組成物
WO2024008990A1 (fr) * 2022-07-05 2024-01-11 Consejo Superior De Investigaciones Científicas (Csic) Utilisation de matériau composite comme tissu ou organe artificiel pour tester le rendement d'un appareil de diagnostic par ultrasons

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS615834A (ja) * 1984-06-19 1986-01-11 株式会社京都科学 放射線用フアントム
JPH02232037A (ja) * 1989-03-06 1990-09-14 Kotaro Maki 骨塩定量用ファントム及びその製造方法
JPH10113337A (ja) * 1996-10-11 1998-05-06 Ii & C Eng Kk 固体フアントム
JPH11262487A (ja) * 1998-03-17 1999-09-28 Toin Gakuen 超音波ファントムおよびその製造方法
JP2003310610A (ja) * 2002-02-20 2003-11-05 Kyoto Kagaku:Kk 超音波ファントム
JP2007289560A (ja) * 2006-04-27 2007-11-08 Konica Minolta Medical & Graphic Inc 骨疾患撮影装置評価用ファントムとその作製方法
JP2009237536A (ja) * 2008-03-03 2009-10-15 Yokohama National Univ 人体型ファントム
JP2015002978A (ja) * 2013-05-23 2015-01-08 キヤノン株式会社 光音響用血液モデル

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS615834A (ja) * 1984-06-19 1986-01-11 株式会社京都科学 放射線用フアントム
JPH02232037A (ja) * 1989-03-06 1990-09-14 Kotaro Maki 骨塩定量用ファントム及びその製造方法
JPH10113337A (ja) * 1996-10-11 1998-05-06 Ii & C Eng Kk 固体フアントム
JPH11262487A (ja) * 1998-03-17 1999-09-28 Toin Gakuen 超音波ファントムおよびその製造方法
JP2003310610A (ja) * 2002-02-20 2003-11-05 Kyoto Kagaku:Kk 超音波ファントム
JP2007289560A (ja) * 2006-04-27 2007-11-08 Konica Minolta Medical & Graphic Inc 骨疾患撮影装置評価用ファントムとその作製方法
JP2009237536A (ja) * 2008-03-03 2009-10-15 Yokohama National Univ 人体型ファントム
JP2015002978A (ja) * 2013-05-23 2015-01-08 キヤノン株式会社 光音響用血液モデル

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2022057299A (ja) * 2020-09-30 2022-04-11 ベック株式会社 硬化性組成物
JP7556734B2 (ja) 2020-09-30 2024-09-26 ベック株式会社 硬化性組成物
WO2024008990A1 (fr) * 2022-07-05 2024-01-11 Consejo Superior De Investigaciones Científicas (Csic) Utilisation de matériau composite comme tissu ou organe artificiel pour tester le rendement d'un appareil de diagnostic par ultrasons
ES2958163A1 (es) * 2022-07-05 2024-02-02 Consejo Superior Investigacion Uso de material compuesto como tejido u órgano artificial para probar el rendimiento de un aparato de diagnóstico por ultrasonido

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