About: Synthesis and property of alkyl dioxyethyl α-D-xyloside

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About: Synthesis and property of alkyl dioxyethyl α-D-xyloside Goto Sponge NotDistinct Permalink

An Entity of Type : schema:ScholarlyArticle, within Data Space : wasabi.inria.fr associated with source document(s)

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type	Academic Article research paper schema:ScholarlyArticle
isDefinedBy	Covid-on-the-Web dataset
has title	Synthesis and property of alkyl dioxyethyl α-D-xyloside
Creator	Zhang, Jing Fu, Fang Chen, Langqiu Kuang, Na Li, Jiping Wu, Xiubing Fan, Yulin
Source	Elsevier; Medline; PMC
abstract	Due to the inherent defects of the long alkyl chain in the related hydrophilicity and water solubility, alkyl α-D-xylosides (7) had hardly the practical application as sugar-based surfactants and should be reconstructed to obtain alkyl dioxyethyl α-D-xylosides (5) with dioxyethylene fragment (−(OCH(2)CH(2))(2)-)) as the hydrophilic spacer to increase the related TPSA value. With D-xylose as the raw material, 1,2-cis alkyl dioxyethyl α-D-xylosides (5a-5f, n = 6–12) were stereoselectively synthesized. Their physicochemical properties including water solubility, surface tension, foamability, emulsification, thermotropic liquid crystal, and hygroscopicity had been investigated. Their water solubility was found to decrease gradually whereas their calculated HLB numbers were 14.72 → 11.67 (n = 6 → 12) with increasing alkyl chain length (n). Dodecyl dioxyethyl α-D-xyloside (5f) had not water solubility because the HLB number was low. Furthermore, their CMC values decreased with increasing the alkyl chain length, and the CMC value of decyl dioxyethyl α-D-xyloside (5e) was as low as 9.21 × 10(−5) mol·L(−1). Octyl dioxyethyl α-D-xyloside (5c) had the lowest surface tension (27.25 mN·m(−1)) at the CMC. Both of nonyl and decyl dioxyethyl α-D-xylosides (5d & 5e) possessed good foaming power and foam stability. Decyl dioxyethyl α-D-xyloside (5e) had the strongest emulsifying property either in the toluene/water system or in the octane/water system. Nonyl dioxyethyl α-D-xylosides (5d) had the most stylish S(A) texture. Hexyl dioxyethyl α-D-xyloside (5a) possessed the strongest hygroscopicity. Therefore, the alkyl dioxyethyl α-D-xylosides as a class of novel sugar-based surfactants will be widely considered as promising candidates for various practical applications.
has issue date	2020-07-08(xsd:dateTime)
bibo:doi	10.1016/j.molliq.2020.113770
bibo:pmid	32834260
has license	no-cc
sha1sum (hex)	9423c2a7fbe7950820af9c3d8481050e16c61c48
schema:url	https://doi.org/10.1016/j.molliq.2020.113770
resource representing a document's title	Synthesis and property of alkyl dioxyethyl α-D-xyloside
has PubMed Central identifier	PMC7342039
has PubMed identifier	32834260
schema:publication	J Mol Liq
resource representing a document's body	covid:9423c2a7fbe7950820af9c3d8481050e16c61c48#body_text
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