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Diethylene glycol diglycidyl ether

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Diethylene glycol diglycidyl ether; 2,2'-(Oxybis(2,1-ethanediyloxymethylene))bisoxirane; 4,7,10-Trioxatridecane, 1,2:12,13-diepoxy-; BRN 1308085; Diethylene glycol bis-glycidyl ether; Diglycidyl diethyleneglycol ether; EINECS 224-122-0; NSC 517936; UNII-DU5YP0O31R;
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2,2'-(Oxybis(ethyleneoxymethylene))bisoxirane; Ether, bis(2-(2,3-epoxypropoxy)ethyl); Oxirane, 2,2'-(oxybis(2,1-ethanediyloxymethylene))bis-; Oxirane, 2,2'-(oxybis(2,1-ethanediyloxymethylene))bis- (9CI)
429: 892:, Roth, Martin; Wolleb, Heinz & Truffer, Marc-Andre, "Process for the preparation of glycidyl ethers", published 1992-11-10, assigned to 708: 1198:
Pastarnokienė, Liepa; Jonikaitė-Švėgždienė, Jūratė; Lapinskaitė, Neringa; Kulbokaitė, Rūta; Bočkuvienė, Alma; Kochanė, Tatjana; Makuška, Ričardas (2023-07-01).
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Mao, Shihua; Zhang, Dong; He, Xiaomin; Yang, Yuting; Protsak, Iryna; Li, Yuting; Wang, Jiawen; Ma, Chunxin; Tan, Jun; Yang, Jintao (2021-01-20).
1001: 684: 1007: 1630: 1625: 1535: 1530: 1604: 727: 641: 245: 1030:, Shen, Yue; Zhan, Fu & Wu, Yan et al., "Epoxy resin composition", published 2015-07-02, assigned to 1599: 1574: 1370:
Jolanki, R.; Takwinun, K.; Tatar, T.; Estlander, T.; Henriks-Eckerman, M.-L.; Mustakallio, K. K.; Kanerva, L. (June 1996).
1483: 421: 460: 1569: 403: 188: 437: 1594: 1548: 417: 209: 358: 1669: 1051:"Mussel-Inspired Polymeric Coatings to Realize Functions from Single and Dual to Multiple Antimicrobial Mechanisms" 665: 1620: 1106:"A soybean meal-based wood adhesive improved by a diethylene glycol diglycidyl ether: properties and performance" 745: 145: 959: 1674: 1648: 1476: 770: 441: 1540: 1286:"Practical Improvement of SAP Hydrogel Properties via Facile Tunable Cross-linking of the Particles Surface" 95: 133: 1679: 1522: 1371: 1027: 988:, Polymer Science and Technology Series, vol. 1, Dordrecht: Springer Netherlands, pp. 211–216, 1553: 1433: 381: 351: 36: 1200:"The effect of reactive diluents on curing of epoxy resins and properties of the cured epoxy coatings" 889: 23: 1517: 1117: 1031: 855: 226: 531: 61: 1463: 1399: 1313: 1227: 1180: 1086: 940: 824: 702: 659: 409: 598:. The use of the diluent does effect mechanical properties and microstructure of epoxy resins. 1391: 1352: 1305: 1266: 1219: 1172: 1133: 1078: 1070: 997: 932: 913:"Preparation of the modified epoxy resins with flexible diglycidyl ether of diethylene glycol" 871: 816: 733: 723: 690: 680: 647: 637: 636:. Paul F. Bruins, Polytechnic Institute of Brooklyn. New York: Interscience Publishers. 1968. 512: 844:"Design and synthesis of multifunctional glycidyl ethers that undergo frontal polymerization" 1589: 1421: 1383: 1344: 1297: 1258: 1211: 1164: 1153:"The effect of reactive diluent on mechanical properties and microstructure of epoxy resins" 1125: 1062: 989: 924: 863: 808: 579: 574:
functionalities, and thus does not at as a chain terminator but it modifies and reduces the
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functionality makes it useful as a reactive diluent for epoxy resin viscosity reduction.
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Epoxy resins, curing agents, compounds, and modifiers : an industrial guide
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Nakatsuji, Yohji; Tsuji, Yuichi; Ikeda, Isao; Okahara, Mitsuo (January 1986).
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modified epoxy resins may then be further formulated into CASE applications:
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Ikeda, Isao; Tsuji, Yuichi; Nakatsuji, Yohji; Okahara, Mitsuo (April 1986).
1247:"Reactions of oligoethylene glycol diglycidyl ethers with hydroxy compounds" 1152: 595: 575: 1425: 1082: 1066: 1395: 1284:
Moini, Nasrin; Kabiri, Kourosh; Zohuriaan-Mehr, Mohammad J. (2016-02-11).
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Yuan, Cheng; Luo, Jing; Luo, Jianlin; Gao, Qiang; Li, Jianzhang (2016).
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InChI=1S/C10H18O5/c1(3-12-5-9-7-14-9)11-2-4-13-6-10-8-15-10/h9-10H,1-8H2
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Khalina, Morteza; Beheshty, Mohammad Hosain; Salimi, Ali (2019-08-01).
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The species has also been used to synthesize other chemical compounds.
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Except where otherwise noted, data are given for materials in their
1499: 563: 547: 543: 484: 94: 84: 550:). One of the quality control tests would involve measuring the 1472: 214: 911:
Liu, Fengdan; Guo, Kunkun; Yuan, Jianmin (December 2013).
538:. This forms the diglycidyl ether. The waste products are 526:
slowly to control the exothermic reaction. This forms the
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Monte, Salvatore J. (1998), Pritchard, Geoffrey (ed.),
1418:"Current intelligence bulletin 29 - glycidyl ethers" 848:
Journal of Polymer Science Part A: Polymer Chemistry
1613: 1562: 1510: 982:"Diluents and viscosity modifiers for epoxy resins" 722:. Kris Neville ( ed.). New York: McGraw-Hill. 795:Jagtap, Ameya Rajendra; More, Aarti (2022-08-01). 554:by determination of the epoxy equivalent weight. 176: 70: 1484: 797:"Developments in reactive diluents: a review" 8: 1290:Polymer-Plastics Technology and Engineering 1204:Journal of Coatings Technology and Research 1580:1,4-Cyclohexanedimethanol diglycidyl ether 1491: 1477: 1469: 707:: CS1 maint: location missing publisher ( 229: 136: 114: 15: 196: 762: 275: 250: 225: 1442: 1431: 1055:ACS Applied Materials & Interfaces 700: 657: 511:The product is manufactured by adding 127: 586:, (including antimicrobial versions) 570:and flexibilizer. The molecule has 2 257:Key: SEFYJVFBMNOLBK-UHFFFAOYSA-N 7: 1631:Trimethylolpropane triglycidyl ether 986:Plastics Additives: An A-Z reference 771:"Diethylene glycol diglycidyl ether" 1626:Trimethylolethane triglycidyl ether 167: 17:Diethylene glycol diglycidyl ether 1585:Diethylene glycol diglycidyl ether 1388:10.1111/j.1600-0536.1996.tb02239.x 473:Diethylene glycol diglycidyl ether 14: 1605:Neopentyl glycol diglycidyl ether 604:The toxicology has been studied. 1644: 1643: 1337:The Journal of Organic Chemistry 1251:The Journal of Organic Chemistry 522:into a reactor and streaming in 357: 305: 22: 1600:1,6-Hexanediol diglycidyl ether 1575:1,4-Butanediol diglycidyl ether 1010:from the original on 2022-04-11 562:A key use is as a modifier for 457:(at 25 Â°C , 100 kPa). 1536:C12–C14 alcohol glycidyl ether 1531:C12–C13 alcohol glycidyl ether 311: 299: 1: 1302:10.1080/03602559.2015.1070873 1028:WO application 2015095994 546:and excess sodium hydroxide ( 1570:Bisphenol A diglycidyl ether 994:10.1007/978-94-011-5862-6_24 1595:Diglycidyl resorcinol ether 1549:2-Ethylhexyl glycidyl ether 1032:Dow Global Technologies LLC 842:Crivello, James V. (2006). 1696: 1216:10.1007/s11998-022-00737-4 813:10.1007/s00289-021-03808-5 1639: 1621:Castor oil glycidyl ether 1464:Cargill Reactive Diluents 1169:10.1007/s00289-018-2577-6 960:"Flexibilizing modifiers" 917:High Performance Polymers 673:Flick, Ernest W. (1993). 487:family with the formula C 451: 338: 333: 286: 266: 241: 54: 45: 35: 30: 21: 929:10.1177/0954008313514083 775:pubchem.ncbi.nlm.nih.gov 719:Handbook of epoxy resins 404:Precautionary statements 578:of epoxy resins. These 1544:-Cresyl glycidyl ether 1441:Cite journal requires 1426:10.26616/NIOSHPUB79104 1067:10.1021/acsami.0c16510 664:: CS1 maint: others ( 633:Epoxy resin technology 40:2-ethoxymethyl]oxirane 1554:Phenyl glycidyl ether 1526:-Butyl glycidyl ether 278:C1C(O1)COCCOCCOCC2CO2 1518:Allyl glycidyl ether 1349:10.1021/jo00357a037 1263:10.1021/jo00351a016 1122:2016RSCAd...674186Y 1116:(78): 74186–74194. 860:2006JPoSA..44.6435C 716:Lee, Henry (1967). 329: g·mol 18: 1376:Contact Dermatitis 1130:10.1039/C6RA07844C 958:Zarnitz, Charles. 868:10.1002/pola.21761 746:"Dow Epoxy Resins" 679:. Park Ridge, NJ. 532:dehydrochlorinated 461:Infobox references 16: 1670:Reactive diluents 1657: 1656: 1458:External websites 1003:978-94-011-5862-6 854:(21): 6435–6448. 686:978-0-8155-1708-5 513:diethylene glycol 469:Chemical compound 467: 466: 382:Hazard statements 210:CompTox Dashboard 96:Interactive image 1687: 1647: 1646: 1590:Diglycidyl ether 1493: 1486: 1479: 1470: 1451: 1450: 1444: 1439: 1437: 1429: 1414: 1408: 1407: 1367: 1361: 1360: 1343:(7): 1128–1130. 1328: 1322: 1321: 1281: 1275: 1274: 1242: 1236: 1235: 1210:(4): 1207–1221. 1195: 1189: 1188: 1163:(8): 3905–3927. 1157:Polymer Bulletin 1148: 1142: 1141: 1101: 1095: 1094: 1061:(2): 3089–3097. 1046: 1040: 1039: 1038: 1034: 1024: 1018: 1017: 1016: 1015: 977: 971: 970: 964: 955: 949: 948: 908: 902: 901: 900: 896: 894:Ciba-Geigy Corp. 886: 880: 879: 839: 833: 832: 807:(8): 5667–5708. 801:Polymer Bulletin 792: 786: 785: 783: 781: 767: 752: 750: 741: 712: 706: 698: 669: 663: 655: 580:reactive diluent 568:reactive diluent 536:sodium hydroxide 483:in the glycidyl 481:organic chemical 447: 443: 439: 435: 431: 427: 423: 419: 415: 411: 397: 393: 389: 361: 328: 313: 307: 301: 294:Chemical formula 234: 233: 218: 216: 200: 180: 169: 148: 140: 129: 118: 98: 74: 26: 19: 1695: 1694: 1690: 1689: 1688: 1686: 1685: 1684: 1675:Glycidyl ethers 1660: 1659: 1658: 1653: 1635: 1609: 1558: 1506: 1497: 1460: 1455: 1454: 1440: 1430: 1416: 1415: 1411: 1369: 1368: 1364: 1330: 1329: 1325: 1283: 1282: 1278: 1244: 1243: 1239: 1197: 1196: 1192: 1150: 1149: 1145: 1103: 1102: 1098: 1048: 1047: 1043: 1036: 1026: 1025: 1021: 1013: 1011: 1004: 979: 978: 974: 962: 957: 956: 952: 910: 909: 905: 898: 888: 887: 883: 841: 840: 836: 794: 793: 789: 779: 777: 769: 768: 764: 759: 748: 744: 730: 715: 699: 687: 672: 656: 644: 630: 627: 625:Further reading 610: 560: 540:sodium chloride 524:epichlorohydrin 509: 498: 494: 490: 470: 463: 458: 406: 384: 370: 354: 326: 316: 310: 304: 296: 282: 279: 274: 273: 262: 259: 258: 255: 249: 248: 237: 219: 212: 203: 183: 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Retrieved 774: 765: 718: 675: 632: 603: 600: 566:resins as a 561: 510: 476: 472: 471: 373: 340: 55:Identifiers 46:Other names 552:epoxy value 530:, which is 507:Manufacture 368:Signal word 287:Properties 134:100.021.930 1664:Categories 1511:Mono-epoxy 1014:2022-03-29 890:US 5162547 757:References 596:elastomers 528:halohydrin 517:Lewis acid 352:Pictograms 322:Molar mass 198:DU5YP0O31R 107:ChemSpider 83:3D model ( 62:CAS Number 37:IUPAC name 1614:Tri-epoxy 1357:0022-3263 1318:101375643 1310:0360-2559 1271:0022-3263 1232:256749849 1224:1935-3804 1185:105389177 1177:1436-2449 1138:2046-2069 1091:230783212 1075:1944-8244 937:0954-0083 876:0887-624X 829:235678040 821:1436-2449 738:311631322 703:cite book 695:915134542 660:cite book 588:adhesives 576:viscosity 442:P362+P364 438:P333+P313 426:P302+P352 343:labelling 155:224-122-0 147:EC Number 72:4206-61-5 1649:Category 1563:Di-epoxy 1504:glycidol 1083:33400490 1008:archived 945:96247006 619:Glycidol 608:See also 592:sealants 584:coatings 520:catalyst 479:) is an 334:Hazards 1404:8996324 1396:8879923 1118:Bibcode 856:Bibcode 614:Epoxide 572:oxirane 501:oxirane 374:Warning 327:218.249 165:PubChem 1500:Ethers 1402:  1394:  1355:  1316:  1308:  1269:  1230:  1222:  1183:  1175:  1136:  1089:  1081:  1073:  1037:  1000:  943:  935:  899:  874:  827:  819:  780:27 May 736:  726:  693:  683:  652:182890 650:  640:  594:, and 515:and a 499:. The 477:DEGDGE 271:SMILES 178:351024 116:311676 31:Names 1400:S2CID 1314:S2CID 1228:S2CID 1181:S2CID 1087:S2CID 963:(PDF) 941:S2CID 825:S2CID 749:(PDF) 564:epoxy 544:water 534:with 485:ether 246:InChI 85:JSmol 1447:help 1392:PMID 1353:ISSN 1306:ISSN 1267:ISSN 1220:ISSN 1173:ISSN 1134:ISSN 1079:PMID 1071:ISSN 998:ISBN 933:ISSN 872:ISSN 817:ISSN 782:2022 734:OCLC 724:ISBN 709:link 691:OCLC 681:ISBN 666:link 648:OCLC 638:ISBN 558:Uses 446:P501 434:P321 422:P280 418:P272 414:P264 410:P261 396:H335 392:H319 388:H315 189:UNII 1502:of 1422:doi 1384:doi 1345:doi 1298:doi 1259:doi 1212:doi 1165:doi 1126:doi 1063:doi 990:doi 925:doi 864:doi 809:doi 341:GHS 215:EPA 168:CID 1666:: 1438:: 1436:}} 1432:{{ 1398:. 1390:. 1380:34 1378:. 1374:. 1351:. 1341:51 1339:. 1335:. 1312:. 1304:. 1294:55 1292:. 1288:. 1265:. 1255:51 1253:. 1249:. 1226:. 1218:. 1208:20 1206:. 1202:. 1179:. 1171:. 1161:76 1159:. 1155:. 1132:. 1124:. 1112:. 1108:. 1085:. 1077:. 1069:. 1059:13 1057:. 1053:. 1006:, 996:, 984:, 965:. 939:. 931:. 921:26 919:. 915:. 870:. 862:. 852:44 850:. 846:. 823:. 815:. 805:79 803:. 799:. 773:. 732:. 705:}} 701:{{ 689:. 662:}} 658:{{ 646:. 590:, 542:, 497:5. 493:18 489:10 444:, 440:, 436:, 432:, 428:, 424:, 420:, 416:, 412:, 394:, 390:, 345:: 309:18 303:10 1542:o 1524:n 1492:e 1485:t 1478:v 1449:) 1445:( 1428:. 1424:: 1406:. 1386:: 1359:. 1347:: 1320:. 1300:: 1273:. 1261:: 1234:. 1214:: 1187:. 1167:: 1140:. 1128:: 1120:: 1114:6 1093:. 1065:: 992:: 969:. 947:. 927:: 878:. 866:: 858:: 831:. 811:: 784:. 751:. 740:. 711:) 697:. 668:) 654:. 495:O 491:H 475:( 315:5 312:O 306:H 300:C 217:) 213:( 87:)

Index


IUPAC name
CAS Number
4206-61-5
JSmol
Interactive image
ChemSpider
311676
ECHA InfoCard
100.021.930
Edit this at Wikidata
EC Number
PubChem
351024
UNII
DU5YP0O31R
CompTox Dashboard
DTXSID70960086
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
GHS labelling
Pictograms
GHS07: Exclamation mark
Signal word
Hazard statements
Precautionary statements
standard state

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