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1,4-Butanediol diglycidyl ether

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Howarth G.A "Synthesis of a legislation compliant corrosion protection coating system based on urethane, oxazolidine and waterborne epoxy technology" page 23 Master of Science Thesis April 1997 Imperial College
968:"Synthesis of hyaluronic acid hydrogels by crosslinking the mixture of high-molecular-weight hyaluronic acid and low-molecular-weight hyaluronic acid with 1,4-butanediol diglycidyl ether" 446: 811:"Effects of different crosslinking conditions on the chemical–physical properties of a novel bio-inspired composite scaffold stabilised with 1,4-butanediol diglycidyl ether (BDDGE)" 754:"Efficacy and Safety of Sodium Hyaluronate with 1,4-Butanediol Diglycidyl Ether Compared to Sodium Carboxymethylcellulose in Preventing Adhesion Formation after Lumbar Discectomy" 520:, fillers, putties, plasters, modelling clay and semiconductors. It also has a number of medical applications. The molecule is also used to synthesize other molecules. As an 1080:
Pastarnokienė, Liepa; Jonikaitė-Švėgždienė, Jūratė; Lapinskaitė, Neringa; Kulbokaitė, Rūta; Bočkuvienė, Alma; Kochanė, Tatjana; Makuška, Ričardas (2023-07-01).
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Ji, Gyu Yeul; Oh, Chang Hyun; Moon, Byung Gwan; Yi, Seong; Han, In Bo; Heo, Dong Hwa; Kim, Ki-Tack; Shin, Dong Ah; Kim, Keung Nyun (June 2015).
1321: 864:
Fiorani, Andrea; Gualandi, Chiara; Panseri, Silvia; Montesi, Monica; Marcacci, Maurilio; Focarete, Maria Letizia; Bigi, Adriana (2014-10-01).
921:"Molecular weight distribution of a branched epoxy polymer: 1,4-butanediol diglycidyl ether with cis-1,2-cyclohexanedicarboxylic anhydride" 332: 1501: 1412: 1297: 1219: 866:"Comparative performance of collagen nanofibers electrospun from different solvents and stabilized by different crosslinkers" 721: 1552: 1547: 500:
A key use is modifying the viscosity and properties of epoxy resins which may then be formulated into CASE applications:
1506: 1457: 1452: 1200:"Epoxy Compounds: Aromatic Diglycidyl Ethers, Polyglycidyl Ethers, Glycidyl Esters, and Miscellaneous Epoxy Compounds" 1198:
Berdasco, Nancy Anne M.; Waechter, John M. (2012-08-17), Bingham, Eula; Cohrssen, Barbara; Powell, Charles H. (eds.),
1526: 1340: 1254: 307: 404: 1521: 1358: 1405: 1152: 1491: 629: 195: 137: 157: 1516: 1470: 708:, Polymer Science and Technology Series, vol. 1, Dordrecht: Springer Netherlands, pp. 211–216, 536:
The toxicity is fairly well known and understood and is rated as a severe skin and eye irritant. Contact
271: 1596: 1278: 1082:"The effect of reactive diluents on curing of epoxy resins and properties of the cured epoxy coatings" 1542: 1199: 207: 1591: 1570: 1398: 288: 1385: 1462: 1380: 480:
of the diol reacts with an epoxide on epichlorohydrin. This process is followed by washing with
1444: 1249:. Paul F. Bruins, Polytechnic Institute of Brooklyn. New York: Interscience Publishers. 1968. 809:
Nicoletti, A.; Fiorini, M.; Paolillo, J.; Dolcini, L.; Sandri, M.; Pressato, D. (2013-01-01).
528:.The use of the diluent does effect mechanical properties and microstructure of epoxy resins. 1475: 655:"Design and synthesis of multifunctional glycidyl ethers that undergo frontal polymerization" 36: 1035:"The effect of reactive diluent on mechanical properties and microstructure of epoxy resins" 1439: 979: 932: 666: 177: 292: 199: 113: 8: 485: 103: 983: 936: 670: 1315: 1272: 1180: 1168: 1109: 1062: 1015: 1002: 967: 901: 846: 786: 753: 611: 517: 1079: 1346: 1336: 1303: 1293: 1260: 1250: 1215: 1172: 1113: 1101: 1066: 1054: 1019: 1007: 948: 893: 885: 838: 830: 791: 773: 717: 682: 615: 603: 1184: 850: 1511: 1211: 1207: 1164: 1093: 1046: 997: 987: 940: 920: 905: 877: 822: 781: 765: 709: 674: 595: 525: 481: 355: 558: 259: 23: 713: 461: 1289:
Epoxy resins, curing agents, compounds, and modifiers : an industrial guide
1153:"Contact allergy to an epoxy reactive diluent: 1,4-butanediol diglycidyl ether" 1097: 701: 599: 477: 457: 398: 1050: 881: 826: 769: 1585: 1350: 1307: 1105: 1081: 1058: 952: 889: 834: 777: 686: 607: 583: 188: 1034: 865: 810: 1011: 897: 842: 795: 1330: 1287: 1264: 1176: 966:
Xue, Yu; Chen, Hongyue; Xu, Chao; Yu, Dinghua; Xu, Huajin; Hu, Yi (2020).
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Khalina, Morteza; Beheshty, Mohammad Hosain; Salimi, Ali (2019-08-01).
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reaction. One of the quality control tests would involve measuring the
473: 465: 383: 208: 168: 1390: 654: 513: 439: 316:
InChI=1S/C10H18O4/c1(3-11-5-9-7-13-9)2-4-12-6-10-8-14-10/h9-10H,1-8H2
397:
Except where otherwise noted, data are given for materials in their
1425: 1206:, Hoboken, NJ, USA: John Wiley & Sons, Inc., pp. 491–528, 1151:
Jolanki, Riitta; Estlander, Tuula; Kanerva, Lasse (February 1987).
505: 469: 424: 234: 1127: 136: 509: 501: 431: 246: 808: 148: 1128:"1,4-Butanediol diglycidyl ether - Hazardous Agents | Haz-Map" 1421: 863: 521: 435: 427: 126: 434:(oxirane) groups per molecule. Its main use is in modifying 276: 430:
family. It is aliphatic and a colorless liquid. It has two
225: 1150: 700:
Monte, Salvatore J. (1998), Pritchard, Geoffrey (ed.),
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Journal of Polymer Science Part A: Polymer Chemistry
1335:. Kris Neville ( ed.). New York: McGraw-Hill. 870:
Journal of Materials Science: Materials in Medicine
815:
Journal of Materials Science: Materials in Medicine
702:"Diluents and viscosity modifiers for epoxy resins" 582:Jagtap, Ameya Rajendra; More, Aarti (2022-08-01). 919:Wu, Chi; Zuo, Ju; Chu, Benjamin (February 1989). 492:by determination of the epoxy equivalent weight. 1583: 1197: 258: 86:2,2'-(1,4-Butanediylbis(oxymethylene)bisoxirane) 112: 1406: 584:"Developments in reactive diluents: a review" 1086:Journal of Coatings Technology and Research 965: 1502:1,4-Cyclohexanedimethanol diglycidyl ether 1413: 1399: 1320:: CS1 maint: location missing publisher ( 751: 581: 291: 198: 176: 56:(Tetramethylenebis(oxymethylene))dioxirane 1001: 991: 785: 449:registered. The IUPAC name is 2-oxirane. 918: 652: 287: 1584: 1420: 189: 83:Tetramethylene glycol diglycidyl ether 1394: 1285: 699: 319:Key: SHKUUQIDMUMQQK-UHFFFAOYSA-N 156: 1553:Trimethylolpropane triglycidyl ether 1369: 706:Plastics Additives: An A-Z reference 1548:Trimethylolethane triglycidyl ether 1328: 556: 524:modifier it is classed as an epoxy 249: 233: 13: 1507:Diethylene glycol diglycidyl ether 1376:Hexion difunctional epoxy diluents 1237: 1169:10.1111/j.1600-0536.1987.tb01385.x 14: 1608: 1527:Neopentyl glycol diglycidyl ether 559:"1,4-Butanediol diglycidyl ether" 464:are reacted in the presence of a 59:1,4-Bis(2,3-epoxypropyloxy)butane 1566: 1565: 484:to re-form the epoxide rings in 423:) is an organic chemical in the 367: 77:Butane-1:4-diol diglycidyl ether 65:1,4-Bis(oxiranylmethyloxy)butane 22: 17:1,4-Butanediol diglycidyl ether 1522:1,6-Hexanediol diglycidyl ether 1497:1,4-Butanediol diglycidyl ether 1191: 1144: 1120: 1073: 1026: 959: 912: 417:1,4-Butanediol diglycidyl ether 401:(at 25 Â°C , 100 kPa). 71:1,4-Butanediol diglycidyl ether 53:1,4-Bis(2,3-epoxypropoxy)butane 1458:C12–C14 alcohol glycidyl ether 1453:C12–C13 alcohol glycidyl ether 1212:10.1002/0471435139.tox083.pub2 857: 802: 745: 735: 693: 646: 630:"Substance Information - ECHA" 622: 575: 550: 373: 361: 1: 543: 1492:Bisphenol A diglycidyl ether 714:10.1007/978-94-011-5862-6_24 452: 7: 1517:Diglycidyl resorcinol ether 1471:2-Ethylhexyl glycidyl ether 1381:Denacol epoxy diluent range 653:Crivello, James V. (2006). 531: 80:Butanediol diglycidyl ether 68:1,4-Butane diglycidyl ether 10: 1613: 1098:10.1007/s11998-022-00737-4 600:10.1007/s00289-021-03808-5 62:1,4-Bis(glycidyloxy)butane 1561: 1543:Castor oil glycidyl ether 1535: 1484: 1432: 1386:Cargill Reactive diluents 1286:Flick, Ernest W. (1993). 1187:– via Wiley online. 1051:10.1007/s00289-018-2577-6 882:10.1007/s10856-014-5196-2 827:10.1007/s10856-012-4782-4 770:10.14245/kjs.2015.12.2.41 395: 348: 328: 303: 96: 45: 35: 30: 21: 1332:Handbook of epoxy resins 563:pubchem.ncbi.nlm.nih.gov 758:Korean Journal of Spine 495: 74:1,4-Diglycidyloxybutane 1466:-Cresyl glycidyl ether 1277:: CS1 maint: others ( 1246:Epoxy resin technology 1476:Phenyl glycidyl ether 1448:-Butyl glycidyl ether 1440:Allyl glycidyl ether 340:C1C(O1)COCCCCOCC2CO2 1329:Lee, Henry (1967). 984:2020RSCAd..10.7206X 945:10.1021/ma00192a021 937:1989MaMol..22..633W 671:2006JPoSA..44.6435C 518:composite materials 486:dehydrochlorination 391: g·mol 18: 1359:"Dow Epoxy Resins" 1292:. Park Ridge, NJ. 1204:Patty's Toxicology 1157:Contact Dermatitis 993:10.1039/C9RA09271D 679:10.1002/pola.21761 540:is also possible. 438:resins especially 405:Infobox references 16: 1597:Reactive diluents 1579: 1578: 1370:External websites 1299:978-0-8155-1708-5 1221:978-0-471-12547-1 978:(12): 7206–7213. 876:(10): 2313–2321. 723:978-94-011-5862-6 665:(21): 6435–6448. 413:Chemical compound 411: 410: 272:CompTox Dashboard 138:Interactive image 1604: 1569: 1568: 1512:Diglycidyl ether 1415: 1408: 1401: 1392: 1391: 1365: 1363: 1354: 1325: 1319: 1311: 1282: 1276: 1268: 1231: 1230: 1229: 1228: 1195: 1189: 1188: 1148: 1142: 1141: 1139: 1138: 1124: 1118: 1117: 1092:(4): 1207–1221. 1077: 1071: 1070: 1045:(8): 3905–3927. 1039:Polymer Bulletin 1030: 1024: 1023: 1005: 995: 963: 957: 956: 916: 910: 909: 861: 855: 854: 806: 800: 799: 789: 749: 743: 739: 733: 732: 731: 730: 697: 691: 690: 650: 644: 643: 641: 640: 626: 620: 619: 594:(8): 5667–5708. 588:Polymer Bulletin 579: 573: 572: 570: 569: 554: 526:reactive diluent 482:sodium hydroxide 390: 375: 369: 363: 356:Chemical formula 296: 295: 280: 278: 262: 251: 237: 210: 202: 191: 180: 160: 140: 116: 26: 19: 15: 1612: 1611: 1607: 1606: 1605: 1603: 1602: 1601: 1592:Glycidyl ethers 1582: 1581: 1580: 1575: 1557: 1531: 1480: 1428: 1419: 1372: 1361: 1357: 1343: 1313: 1312: 1300: 1270: 1269: 1257: 1243: 1240: 1238:Further reading 1235: 1234: 1226: 1224: 1222: 1196: 1192: 1149: 1145: 1136: 1134: 1126: 1125: 1121: 1078: 1074: 1031: 1027: 964: 960: 917: 913: 862: 858: 807: 803: 750: 746: 740: 736: 728: 726: 724: 698: 694: 651: 647: 638: 636: 628: 627: 623: 580: 576: 567: 565: 555: 551: 546: 534: 498: 462:epichlorohydrin 455: 414: 407: 402: 388: 378: 372: 366: 358: 344: 341: 336: 335: 324: 321: 320: 317: 311: 310: 299: 281: 274: 265: 252: 240: 220: 183: 163: 143: 130: 119: 106: 92: 91: 41: 12: 11: 5: 1610: 1600: 1599: 1594: 1577: 1576: 1574: 1573: 1562: 1559: 1558: 1556: 1555: 1550: 1545: 1539: 1537: 1533: 1532: 1530: 1529: 1524: 1519: 1514: 1509: 1504: 1499: 1494: 1488: 1486: 1482: 1481: 1479: 1478: 1473: 1468: 1460: 1455: 1450: 1442: 1436: 1434: 1430: 1429: 1418: 1417: 1410: 1403: 1395: 1389: 1388: 1383: 1378: 1371: 1368: 1367: 1366: 1355: 1341: 1326: 1298: 1283: 1255: 1239: 1236: 1233: 1232: 1220: 1190: 1143: 1119: 1072: 1025: 958: 931:(2): 633–639. 925:Macromolecules 911: 856: 801: 744: 734: 722: 692: 645: 634:echa.europa.eu 621: 574: 548: 547: 545: 542: 533: 530: 497: 494: 478:hydroxyl group 458:1,4-Butanediol 454: 451: 412: 409: 408: 403: 399:standard state 396: 393: 392: 386: 380: 379: 376: 370: 364: 359: 354: 351: 350: 346: 345: 343: 342: 339: 331: 330: 329: 326: 325: 323: 322: 318: 315: 314: 306: 305: 304: 301: 300: 298: 297: 284: 282: 270: 267: 266: 264: 263: 255: 253: 245: 242: 241: 239: 238: 230: 228: 222: 221: 219: 218: 214: 212: 204: 203: 193: 185: 184: 182: 181: 173: 171: 165: 164: 162: 161: 153: 151: 145: 144: 142: 141: 133: 131: 124: 121: 120: 118: 117: 109: 107: 102: 99: 98: 94: 93: 90: 89: 88: 87: 84: 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150: 147: 146: 139: 135: 134: 132: 128: 123: 122: 115: 111: 110: 108: 105: 101: 100: 95: 85: 82: 79: 76: 73: 70: 67: 64: 61: 58: 55: 52: 51: 50: 49: 44: 38: 34: 29: 25: 20: 1496: 1463: 1445: 1331: 1288: 1245: 1225:, retrieved 1203: 1193: 1163:(2): 87–92. 1160: 1156: 1146: 1135:. Retrieved 1131: 1122: 1089: 1085: 1075: 1042: 1038: 1028: 975: 972:RSC Advances 971: 961: 928: 924: 914: 873: 869: 859: 821:(1): 17–35. 818: 814: 804: 764:(2): 41–47. 761: 757: 747: 737: 727:, retrieved 705: 695: 662: 658: 648: 637:. Retrieved 633: 624: 591: 587: 577: 566:. Retrieved 562: 552: 535: 499: 456: 444: 420: 416: 415: 97:Identifiers 46:Other names 1132:haz-map.com 490:Epoxy value 442:reduction. 349:Properties 196:100.017.611 1586:Categories 1433:Mono-epoxy 1227:2022-07-28 1137:2022-04-02 729:2022-03-29 639:2022-04-02 568:2022-04-02 544:References 538:dermatitis 514:Elastomers 474:halohydrin 472:to form a 466:Lewis acid 384:Molar mass 169:ChemSpider 125:3D model ( 104:CAS Number 37:IUPAC name 1536:Tri-epoxy 1351:311631322 1316:cite book 1308:915134542 1273:cite book 1114:256749849 1106:1935-3804 1067:105389177 1059:1436-2449 1020:214083413 953:0024-9297 890:1573-4838 835:1573-4838 778:1738-2262 687:0887-624X 616:235678040 608:1436-2449 557:PubChem. 506:Adhesives 453:Synthesis 440:viscosity 217:219-371-7 209:EC Number 114:2425-79-8 40:2-oxirane 1571:Category 1485:Di-epoxy 1426:glycidol 1185:36846087 1012:35493875 898:24664673 851:22093094 843:23053811 796:26217381 532:Toxicity 510:Sealants 502:Coatings 470:catalyst 425:glycidyl 421:B14DODGE 1177:2952443 1003:9049836 980:Bibcode 933:Bibcode 906:5270837 787:4513167 667:Bibcode 476:: each 432:epoxide 389:202.250 247:PubChem 1422:Ethers 1349:  1339:  1306:  1296:  1265:182890 1263:  1253:  1218:  1183:  1175:  1112:  1104:  1065:  1057:  1018:  1010:  1000:  951:  904:  896:  888:  849:  841:  833:  794:  784:  776:  742:London 720:  685:  614:  606:  445:It is 333:SMILES 235:D88722 149:ChEMBL 31:Names 1362:(PDF) 1181:S2CID 1110:S2CID 1063:S2CID 1016:S2CID 902:S2CID 847:S2CID 612:S2CID 522:Epoxy 447:REACH 436:epoxy 428:ether 308:InChI 260:17046 178:16147 127:JSmol 1347:OCLC 1337:ISBN 1322:link 1304:OCLC 1294:ISBN 1279:link 1261:OCLC 1251:ISBN 1216:ISBN 1173:PMID 1102:ISSN 1055:ISSN 1008:PMID 949:ISSN 894:PMID 886:ISSN 839:PMID 831:ISSN 792:PMID 774:ISSN 718:ISBN 683:ISSN 604:ISSN 496:Uses 460:and 226:KEGG 1424:of 1208:doi 1165:doi 1094:doi 1047:doi 998:PMC 988:doi 941:doi 878:doi 823:doi 782:PMC 766:doi 710:doi 675:doi 596:doi 504:, 468:as 277:EPA 250:CID 1588:: 1345:. 1318:}} 1314:{{ 1302:. 1275:}} 1271:{{ 1259:. 1214:, 1202:, 1179:. 1171:. 1161:16 1159:. 1155:. 1130:. 1108:. 1100:. 1090:20 1088:. 1084:. 1061:. 1053:. 1043:76 1041:. 1037:. 1014:. 1006:. 996:. 986:. 976:10 974:. 970:. 947:. 939:. 929:22 927:. 923:. 900:. 892:. 884:. 874:25 872:. 868:. 845:. 837:. 829:. 819:24 817:. 813:. 790:. 780:. 772:. 762:12 760:. 756:. 716:, 704:, 681:. 673:. 663:44 661:. 657:. 632:. 610:. 602:. 592:79 590:. 586:. 561:. 516:, 512:, 508:, 371:18 365:10 1464:o 1446:n 1414:e 1407:t 1400:v 1364:. 1353:. 1324:) 1310:. 1281:) 1267:. 1210:: 1167:: 1140:. 1116:. 1096:: 1069:. 1049:: 1022:. 990:: 982:: 955:. 943:: 935:: 908:. 880:: 853:. 825:: 798:. 768:: 712:: 689:. 677:: 669:: 642:. 618:. 598:: 571:. 419:( 377:4 374:O 368:H 362:C 279:) 275:( 129:)

Index


IUPAC name
CAS Number
2425-79-8
JSmol
Interactive image
ChEMBL
ChEMBL1450123
ChemSpider
16147
ECHA InfoCard
100.017.611
Edit this at Wikidata
EC Number
KEGG
D88722
PubChem
17046
CompTox Dashboard
DTXSID7024667
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
glycidyl
ether
epoxide

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