三羥甲基丙烷三縮水甘油醚
化合物
三羥甲基丙烷三縮水甘油醚(英語:trimethylolpropane triglycidyl ether,簡稱TMPTGE)是縮水甘油醚家族中的一種有機化學品,化學式為 C15H26O6,主要用途是用作環氧樹脂的改性劑和活性稀釋劑。[1][2][3][4][5][6][7]
三羥甲基丙烷三縮水甘油醚 | |
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IUPAC名 2-[2,2-bis(oxiran-2-ylmethoxymethyl)butoxymethyl]oxirane | |
別名 | 1-(2,3-Epoxypropoxy)-2,2-bis((2,3-epoxypropoxy)methyl)butane |
識別 | |
CAS號 | 3454-29-3 |
PubChem | 103015 |
ChemSpider | 93067 |
SMILES |
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InChI |
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InChIKey | QECCQGLIYMMHCR-UHFFFAOYSA-N |
EINECS | 222-384-0 |
ChEBI | 189372 |
性質 | |
化學式 | C15H26O6 |
摩爾質量 | 302.36 g·mol−1 |
危險性 | |
GHS危險性符號![]() ![]() ![]() | |
GHS提示詞 | Danger |
H-術語 | H315, H317, H318, H319, H334, H335, H412 |
P-術語 | P261, P264, P264+265, P271, P272, P273, P280, P284, P302+352, P304+340, P305+351+338, P305+354+338, P317, P319 |
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
別名
- XY636
- 2-乙基-2-(羥甲基)-1,3-丙二醇與氯甲基環氧乙烷的聚合物
生產
1,1,1-三羥甲基丙烷和環氧氯丙烷與路易斯酸催化劑反應生成鹵代醇。下一步是用氫氧化鈉脫氫氯化,形成了三縮水甘油醚。[8][9]
用途
分子具有3個環氧乙烷官能團,其主要用途是改性和降低環氧樹脂的粘度。[10]這些活性稀釋劑改性環氧樹脂可進一步配製成CASE應用: 塗料(Coating)、[11]粘合劑(Adhesives)、[12]密封劑(Sealants)[13]和彈性體(Elastomers)。稀釋劑的使用確實會影響環氧樹脂的機械性能和微觀結構。[14][15]使用這種稀釋劑可以製備具有高抗衝擊性的環氧樹脂塗層。[16]還可通過光引發機制用這種材料生產含氟聚合物,[17]以及生產生物相容性材料。[18]
相關
參考
- ^ PubChem. 1-(2,3-Epoxypropoxy)-2,2-bis[(2,3-epoxypropoxy)methyl]butane. pubchem.ncbi.nlm.nih.gov. [2022-04-11]. (原始內容存檔於2024-05-20) (英語).
- ^ 2-({2,2-Bis[(2-oxiranylmethoxy)methyl]butoxy}methyl)oxirane | C15H26O6 | ChemSpider. www.chemspider.com. [2022-04-12].
- ^ CAS Common Chemistry. commonchemistry.cas.org. [2022-04-12]. (原始內容存檔於2024-05-20).
- ^ Trimethylolpropane triglycidyl ether, CAS Number: 3454-29-3. www.chemindustry.com. [2022-04-12]. (原始內容存檔於2024-05-20).
- ^ Substance Information - ECHA. echa.europa.eu. [2022-04-12]. (原始內容存檔於2023-11-28) (英國英語).
- ^ Trimethylolpropane triglycidyl ether. www.carbosynth.com. [2022-04-12]. (原始內容存檔於2024-05-20).
- ^ Jagtap, Ameya Rajendra; More, Aarti. Developments in reactive diluents: a review. Polymer Bulletin. 2022-08-01, 79 (8): 5667–5708. ISSN 1436-2449. S2CID 235678040. doi:10.1007/s00289-021-03808-5 (英語).
- ^ Crivello, James V. Design and synthesis of multifunctional glycidyl ethers that undergo frontal polymerization. Journal of Polymer Science Part A: Polymer Chemistry. 2006, 44 (21): 6435–6448. Bibcode:2006JPoSA..44.6435C. ISSN 0887-624X. doi:10.1002/pola.21761.
- ^ US 5162547,Roth, Martin; Heinz Wolleb & Marc-Andre Truffer,「Process for the preparation of glycidyl ethers」,發表於1992-11-10,指定於Ciba-Geigy Corp.
- ^ Monte, Salvatore J., Pritchard, Geoffrey , 編, Diluents and viscosity modifiers for epoxy resins, Plastics Additives: An A-Z reference, Polymer Science and Technology Series 1 (Dordrecht: Springer Netherlands), 1998, 1: 211–216 [2022-03-29], ISBN 978-94-011-5862-6, doi:10.1007/978-94-011-5862-6_24, (原始內容存檔於2022-04-11) (英語)
- ^ WO application 2019238867,Bevinakatti, Hanamanthsa & Mojahedul Islam,「Herbicidal formulations comprising glyphosate and cote-based adjuvants」,發表於2019-12-19,指定於Nouryon Chemicals International BV
- ^ Hao, Xiu; Fan, Dong-Bin. Preparation and characterization of epoxy-crosslinked soy protein adhesive. Journal of Adhesion Science and Technology. 2018-12-17, 32 (24): 2682–2692. ISSN 0169-4243. S2CID 105550538. doi:10.1080/01694243.2018.1517488.
- ^ 14228-73-0 | CAS DataBase. www.chemicalbook.com. [2022-04-11]. (原始內容存檔於2022-04-11).
- ^ Pastarnokienė, Liepa; Jonikaitė-Švėgždienė, Jūratė; Lapinskaitė, Neringa; Kulbokaitė, Rūta; Bočkuvienė, Alma; Kochanė, Tatjana; Makuška, Ričardas. The effect of reactive diluents on curing of epoxy resins and properties of the cured epoxy coatings. Journal of Coatings Technology and Research. 2023-07-01, 20 (4): 1207–1221. ISSN 1935-3804. S2CID 256749849. doi:10.1007/s11998-022-00737-4 (英語).
- ^ Khalina, Morteza; Beheshty, Mohammad Hosain; Salimi, Ali. The effect of reactive diluent on mechanical properties and microstructure of epoxy resins. Polymer Bulletin. 2019-08-01, 76 (8): 3905–3927. ISSN 1436-2449. S2CID 105389177. doi:10.1007/s00289-018-2577-6 (英語).
- ^ US 8062468,Finter, Jürgen; Andreas Kramer & Jan Olaf Schulenburg et al.,「Low-temperature impact resistant thermosetting epoxide resin compositions with solid epoxide resins」,發表於2011-11-22,指定於Sika Technology AG
- ^ Trusiano, Giuseppe; Vitale, Alessandra; Bonneaud, Céline; Pugliese, Diego; Dalle Vacche, Sara; Joly-Duhamel, Christine; Friesen, Chadron M.; Bongiovanni, Roberta. Vinyl ethers and epoxides photoinduced copolymerization with perfluoropolyalkylether monomers. Colloid and Polymer Science. 2021-03-01, 299 (3): 509–521. ISSN 1435-1536. PMC 7952294 . PMID 33785978. doi:10.1007/s00396-020-04723-3 (英語).
- ^ Journal of Electrochemical Science and Technology. www.jecst.org. [2022-04-12]. (原始內容存檔於2024-05-20).
相關閱讀
- Epoxy resin technology.. Paul F. Bruins, Polytechnic Institute of Brooklyn. New York: Interscience Publishers. 1968. ISBN 0-470-11390-1. OCLC 182890.
- Flick, Ernest W. Epoxy resins, curing agents, compounds, and modifiers : an industrial guide. Park Ridge, NJ. 1993. ISBN 978-0-8155-1708-5. OCLC 915134542.
- Lee, Henry. Handbook of epoxy resins. Kris Neville [2nd, expanded work]. New York: McGraw-Hill. 1967. ISBN 0-07-036997-6. OCLC 311631322.
- Dow Epoxy Resins (PDF). [2024-05-20]. (原始內容存檔 (PDF)於2023-01-29).