WO2023112733A1 - 発泡砂用界面活性剤組成物 - Google Patents

発泡砂用界面活性剤組成物 Download PDF

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Publication number
WO2023112733A1
WO2023112733A1 PCT/JP2022/044656 JP2022044656W WO2023112733A1 WO 2023112733 A1 WO2023112733 A1 WO 2023112733A1 JP 2022044656 W JP2022044656 W JP 2022044656W WO 2023112733 A1 WO2023112733 A1 WO 2023112733A1
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WIPO (PCT)
Prior art keywords
compound
mass
group
formula
carbon atoms
Prior art date
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Ceased
Application number
PCT/JP2022/044656
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English (en)
French (fr)
Japanese (ja)
Inventor
浩庸 渡邉
祥子 堀
博紀 江塚
奈々江 羽原
博也 藤田
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NOF Corp
Toyota Motor Corp
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NOF Corp
Toyota Motor Corp
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Publication date
Application filed by NOF Corp, Toyota Motor Corp filed Critical NOF Corp
Priority to JP2023538743A priority Critical patent/JP7554939B2/ja
Priority to EP22907261.6A priority patent/EP4450183A4/en
Priority to US18/285,326 priority patent/US20240181522A1/en
Priority to CN202280024572.6A priority patent/CN117062680B/zh
Publication of WO2023112733A1 publication Critical patent/WO2023112733A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22C—FOUNDRY MOULDING
    • B22C1/00—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds
    • B22C1/02—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by additives for special purposes, e.g. indicators, breakdown additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017—Mixtures of compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/02—Alkyl sulfonates or sulfuric acid ester salts derived from monohydric alcohols
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/04—Sulfonates or sulfuric acid ester salts derived from polyhydric alcohols or amino alcohols or derivatives thereof

Definitions

  • the present invention relates to a surfactant composition for foamed sand, which is excellent in fast-foaming properties of foamed sand and improves the strength of the mold when producing molds such as sand cores using foamed sand.
  • Patent document 1 is known as a conventional technology related to mold making equipment.
  • Patent Document 1 discloses a mold making apparatus for making a mold by press-fitting a foamed mixture obtained by stirring a particulate aggregate, a water-soluble binder and water into a heated mold cavity and using it.
  • a mold apparatus is disclosed.
  • it is possible to provide a mold making apparatus capable of effectively utilizing the foamed mixture and sufficiently filling the mold cavity with the fluid sand, as well as providing an apparatus capable of greatly shortening the curing time of the foamed mixture. is.
  • An object of the present invention is to provide a surfactant composition for foamed sand that is excellent in foaming speed of foamed sand and improves the strength of the mold when manufacturing molds such as sand cores using foamed sand. be.
  • the present inventors have conducted intensive studies to solve the above problems, and found that a specific polyoxyethylene alkyl ether sulfate ester salt, a specific acyl taurine salt, and a specific polyalkylene glycol derivative are each added in a specific ratio.
  • the present inventors have found that the contained surfactant composition for foaming sand is excellent in foaming speed of foaming sand and exhibits the effect of improving the strength of the mold, leading to the completion of the present invention.
  • a surfactant composition for foamed sand characterized in that: R 1 O—(EO) a —SO 3 M 1 (1)
  • R 1 represents a hydrocarbon group having 6 to 22 carbon atoms
  • EO is an oxyethylene group
  • a is the average number of added moles of the oxyethylene group
  • a is 1 to 10
  • M 1 is an alkali metal, alkaline earth metal, ammonium or organic ammonium.
  • R2CONR3C2H4SO3M2 ( 2 ) _ _ (In formula (2), R 2 CO represents an aliphatic acyl group having 6 to 22 carbon atoms, R 3 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, M2 is an alkali metal, alkaline earth metal, ammonium or organic ammonium. ) (2) Further containing a compound (C) represented by the following formula (3), the content of the compound (C) when the total mass of the compound (A) and the compound (B) is 100 parts by mass is 1 to 20 parts by mass, the surfactant composition for foaming sand according to (1).
  • R 2 CO represents an aliphatic acyl group having 6 to 22 carbon atoms
  • R 3 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
  • M2 is an alkali metal, alkaline earth metal, ammonium or organic ammonium.
  • R 4 O—(AO) b —H (3)
  • R 4 represents a hydrogen atom or a hydrocarbon group having 1 to 5 carbon atoms
  • AO is an oxyalkylene group having 2 or more and 3 or less carbon atoms
  • b is the average number of added moles of the oxyalkylene group
  • b is 2-100.
  • the binder, sand, surfactant composition, water, etc. can be sufficiently foamed by kneading for a short period of time, and a mold with high strength can be produced.
  • FIG. 2 is a schematic diagram showing a state in which a test piece is set in a mold bending strength tester and the bending strength of the test piece is being measured.
  • the surfactant composition for foamed sand of the present invention contains component (A), component (B) and, if necessary, component (C).
  • component (A) component (B) and, if necessary, component (C).
  • the total mass of the compound (A) and the compound (B) is 100% by mass.
  • Each component will be described below. It should be noted that the numerical range indicated by “1 to 10" or the like includes the upper and lower numerical limits, and means 1 or more and 10 or less.
  • the component (A) used in the present invention is a polyoxyethylene alkyl ether sulfate salt represented by the following formula (1).
  • R 1 is a hydrocarbon group having 6 to 22 carbon atoms, preferably a hydrocarbon group having 6 to 20 carbon atoms.
  • the hydrocarbon group may be a saturated hydrocarbon group or a hydrocarbon group having a carbon-carbon double bond (particularly preferably an alkenyl group).
  • the hydrocarbon group is an unsaturated hydrocarbon group having a carbon-carbon double bond, the number of double bonds is preferably 3 or less, more preferably 2 or less.
  • Examples of such hydrocarbon groups include capryl, capric, lauryl, myristyl, palmityl, stearyl, oleyl, and behenyl groups.
  • Hydrocarbon groups derived from mixed fatty acids containing two or more types of hydrocarbon groups may also be used, such as coconut oil hydrocarbon groups and palm kernel oil hydrocarbon groups.
  • coconut oil hydrocarbon groups and palm kernel oil hydrocarbon groups are preferred, and a mixture of lauryl group and myristyl group is more preferred.
  • a represents the average number of added moles of oxyethylene groups, and a is 1-10, preferably 2-6, more preferably 3-4.
  • M 1 is an alkali metal, alkaline earth metal, ammonium or organic ammonium.
  • Alkali metals include lithium, sodium, potassium and the like, preferably sodium.
  • Alkaline earth metals include calcium, strontium, barium and the like, preferably calcium.
  • Ammonium is NH4 + .
  • organic ammonium examples include alkanolammonium derived from alkanolamine such as monoethanolamine, diethanolamine and triethanolamine, and alkylammonium derived from alkylamine such as diethylamine and triethylamine.
  • one or more of component (A) can be appropriately selected and used. Further, when the total mass of compound (A) and compound (B) is 100% by mass, the content of component (A) is 25 to 85% by mass. If the content of component (A) is less than 25% by mass, there is a possibility that the rapid foaming property will be deteriorated, so it should be 25% by mass or more, but 30% by mass or more is more preferable, and 35% by mass or more is even better. preferable. In addition, if the content of component (A) exceeds 85% by mass, the strength of the mold may decrease, so it is set to 85% by mass or less, more preferably 75% by mass or less, and 70% by mass or less. More preferred.
  • the component (B) used in the present invention is an acyl taurine salt represented by the following formula (2).
  • R 2 CO is a C 6-22 aliphatic acyl group, preferably a C 10-18 aliphatic acyl group.
  • aliphatic acyl groups include, for example, capryloyl, caprinoyl, lauroyl, myristoyl, palmitoyl, stearoyl, behenoyl, and mixtures thereof such as coconut oil fatty acid residues, palm oil fatty acid residues, palm kernel Examples include oil fatty acid residues, beef tallow fatty acid residues, hardened beef tallow fatty acid residues, and the like.
  • R 3 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
  • the alkyl group having 1 to 3 carbon atoms includes methyl group, ethyl group, propyl group and isopropyl group.
  • a hydrogen atom, a methyl group, and an ethyl group are preferred. These can be obtained, for example, by the following methods.
  • Acyl methyl taurate sodium salt is obtained by acylating sodium methyl taurate with a fatty acid chloride in the presence of sodium hydroxide.
  • M2 is an alkali metal, alkaline earth metal, ammonium or organic ammonium.
  • Alkali metals include lithium, sodium, potassium and the like, preferably sodium.
  • Alkaline earth metals include magnesium, strontium, barium and the like, preferably magnesium.
  • organic ammonium include alkanolammonium derived from alkanolamine such as monoethanolamine, diethanolamine and triethanolamine, and alkylammonium derived from alkylamine such as diethylamine and triethylamine.
  • component (B) can be used by appropriately selecting one or two or more. Further, when the total mass of compound (A) and compound (B) is 100% by mass, the content of component (B) is 15 to 75% by mass. If the content of component (B) is less than 15% by mass, the rapid foaming property is lowered. Also, if the content of component (B) exceeds 75% by mass, the strength of the mold may decrease, so it is set to 75% by mass or less, preferably 65% by mass or less, and more preferably 60% by mass or less. preferable.
  • the (C) component used in the present invention is a polyalkylene glycol derivative represented by the following formula (3).
  • R 4 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.
  • alkyl groups having 1 to 5 carbon atoms include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, hexyl group and isohexyl group.
  • a hydrogen atom, a methyl group and a butyl group are preferred.
  • AO is an oxyalkylene group having 2 to 3 carbon atoms.
  • the oxyalkylene group having 2 to 3 carbon atoms includes an oxyethylene group, an oxypropylene group and the like, and AO may be only an oxyethylene group or only an oxypropylene group. , may contain both an oxyethylene group and an oxypropylene group. When both are included, it is more preferable that 40 mol % or more of the ratio of oxyethylene groups and oxypropylene groups is oxyethylene groups, and the form of addition may be block or random.
  • b is the number of added moles of oxyalkylene having 2 to 3 carbon atoms, and is 2 to 100, preferably 10 to 80, more preferably 30 to 60.
  • component (C) can be appropriately selected and used.
  • the content of component (C) is preferably 1 to 20 parts by mass. If the content of component (C) is less than 1 part by mass, the strength of the mold will be lowered, so the content is made 1 part by mass or more, preferably 3 parts by mass or more, and even more preferably 5 parts by mass or more.
  • the content of component (C) exceeds 20 parts by mass, there is a possibility that the rapid foaming property will deteriorate, so it is set to 20 parts by mass or less, preferably 18 parts by mass or less, and further 15 parts by mass or less. preferable.
  • the weight average molecular weight of component (C) is preferably from 100 to 5,000, more preferably from 500 to 4,500, even more preferably from 1,000 to 4,000. If this molecular weight is less than 100, the strength of the mold may decrease. Moreover, when the molecular weight exceeds 5,000, the fast foaming property may be deteriorated.
  • the surfactant composition for foamed sand of the present invention may contain additives in addition to the above components within a range that does not impair the effects of the present invention.
  • additives include surfactants other than component (A), component (B), and component (C), organic or inorganic salts, pH adjusters, bactericides, thickeners, chelating agents, pigments, fragrances, and the like.
  • Examples 1 to 11 and Comparative Examples 1 to 6 EXAMPLES The present invention will now be described in detail with reference to examples and comparative examples. All raw materials of Examples 1 to 11 and Comparative Examples 1 to 6 shown in Tables 4 and 5 were put into a beaker and stirred at 50°C for 1 hour using a magnetic stirrer to obtain a surfactant composition for foaming sand. prepared the product. "-" in the table means unused.
  • Step 1 Artificial sand is prepared as a particulate aggregate, and water glass, a surfactant for evaluation, and water are prepared as a water-soluble binder. These materials are put into a kneading device in a weight ratio of 100 parts artificial sand, 0.5 to 2.5 parts solid content of water glass, 0.01 to 0.05 parts active ingredient of surfactant, and 2 parts to 4 parts water.
  • Step 2 Using a kneader, the above ingredients are kneaded for 90 seconds to form a foamy mixture.
  • Step 3 The foamed kneaded product is put into a kinematic viscometer as shown in FIG. Step 4 As shown in Fig.
  • Step 1 Artificial sand is prepared as a particulate aggregate, and water glass, a surfactant for evaluation, and water are prepared as a water-soluble binder. These materials are put into a kneading device in a weight ratio of 100 parts artificial sand, 0.5 to 2.5 parts solid content of water glass, 0.01 to 0.05 parts active ingredient of surfactant, and 2 parts to 4 parts water. Step 2 These materials are kneaded for 120 seconds using a kneader to form a foamy mixture. Step 3 The foamed mixture prepared above is put into a molding die using a test piece molding device for strength measurement.
  • a mold test piece (10 mm ⁇ 30 mm ⁇ 85 mm) is molded by firing in a molding die at 200 to 300° C. for 30 to 120 seconds.
  • Step 4 Cool the molded and ejected mold specimens to room temperature.
  • Step 5 As shown in FIG. 2, the test piece was set in a mold bending strength tester, and the bending strength of the test piece was measured to determine the mold strength.
  • the unit of mold strength is kg/cm 2 .
  • mold strength was evaluated according to the following evaluation criteria. ⁇ : mold strength is 25 kg/cm 2 or more ⁇ : mold strength is 20 kg/cm 2 or more and less than 25 kg/cm 2 ⁇ : mold strength is less than 20 kg/cm 2
  • D1 "Persoft SK” (manufactured by NOF Corporation)
  • D2 “Nissan Anon BDL-SF” (manufactured by NOF Corporation)
  • D3 “NAA-43” (manufactured by NOF Corporation)
  • D4 “Nonsal LK-2” (manufactured by NOF Corporation)
  • surfactant compositions for foamed sand of Examples 1 to 11 related to the present invention contain component (A), component (B) and component (C) in specific proportions, the foaming sand foams quickly.
  • the mold strength was also good.
  • Comparative Example 1 since the components (B) and (C) were not contained, the foaming speed was low. In Comparative Example 2, since the components (A) and (C) were not contained, the mold strength was low. In Comparative Example 3, since the content of component (A) was low and the content of component (B) was high, the mold strength was low. In Comparative Example 4, since the content of component (A) was high and the content of component (B) was low, the foaming speed was low. In Comparative Example 5, since the component (B) was not contained, the foaming speed and mold strength were low. In Comparative Example 6, since the content of component (A) was low and the content of component (B) was high, the mold strength was low.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Mechanical Engineering (AREA)
  • Mold Materials And Core Materials (AREA)
PCT/JP2022/044656 2021-12-17 2022-12-05 発泡砂用界面活性剤組成物 Ceased WO2023112733A1 (ja)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2023538743A JP7554939B2 (ja) 2021-12-17 2022-12-05 発泡砂用界面活性剤組成物
EP22907261.6A EP4450183A4 (en) 2021-12-17 2022-12-05 SURFACTANT COMPOSITION FOR FOAM SAND
US18/285,326 US20240181522A1 (en) 2021-12-17 2022-12-05 Surfactant composition for foam sand
CN202280024572.6A CN117062680B (zh) 2021-12-17 2022-12-05 发泡砂用表面活性剂组合物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2021-204750 2021-12-17
JP2021204750 2021-12-17

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WO2023112733A1 true WO2023112733A1 (ja) 2023-06-22

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PCT/JP2022/044656 Ceased WO2023112733A1 (ja) 2021-12-17 2022-12-05 発泡砂用界面活性剤組成物

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US (1) US20240181522A1 (https=)
EP (1) EP4450183A4 (https=)
JP (1) JP7554939B2 (https=)
CN (1) CN117062680B (https=)
WO (1) WO2023112733A1 (https=)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5116364B1 (https=) * 1966-12-13 1976-05-24
JPH04295075A (ja) * 1991-03-23 1992-10-20 Kikusui Kagaku Kogyo Kk 耐火被覆組成物
JP2001314939A (ja) * 2000-04-28 2001-11-13 Hodogaya Ashland Kk ガス硬化性鋳型用粘結剤組成物
WO2005089984A1 (ja) 2004-03-23 2005-09-29 Sintokogio, Ltd. 鋳型造型装置およびそれに使用する金型装置
JP2020089909A (ja) * 2018-12-07 2020-06-11 日油株式会社 発泡砂用界面活性剤組成物
WO2020246538A1 (ja) * 2019-06-07 2020-12-10 日油株式会社 発泡砂用界面活性剤組成物

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9623935D0 (en) * 1996-11-18 1997-01-08 Unilever Plc Aqueous cleansing composition
JP4417081B2 (ja) * 2003-11-28 2010-02-17 花王株式会社 水硬性組成物用起泡剤
EP3395919B1 (en) * 2015-12-25 2021-03-10 AGC Inc. Powder coating, method for producing powder coating, and coated article
JP2017148836A (ja) * 2016-02-24 2017-08-31 トヨタ自動車株式会社 鋳造用砂型の造型方法

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5116364B1 (https=) * 1966-12-13 1976-05-24
JPH04295075A (ja) * 1991-03-23 1992-10-20 Kikusui Kagaku Kogyo Kk 耐火被覆組成物
JP2001314939A (ja) * 2000-04-28 2001-11-13 Hodogaya Ashland Kk ガス硬化性鋳型用粘結剤組成物
WO2005089984A1 (ja) 2004-03-23 2005-09-29 Sintokogio, Ltd. 鋳型造型装置およびそれに使用する金型装置
JP2020089909A (ja) * 2018-12-07 2020-06-11 日油株式会社 発泡砂用界面活性剤組成物
WO2020246538A1 (ja) * 2019-06-07 2020-12-10 日油株式会社 発泡砂用界面活性剤組成物

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP4450183A4

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Publication number Publication date
US20240181522A1 (en) 2024-06-06
JP7554939B2 (ja) 2024-09-20
JPWO2023112733A1 (https=) 2023-06-22
EP4450183A4 (en) 2026-03-11
CN117062680B (zh) 2025-09-12
CN117062680A (zh) 2023-11-14
EP4450183A1 (en) 2024-10-23

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