scholarly journals Studies on Preparation, Characterization and Application of Porous Functionalized Glycidyl Methacrylate-Based Microspheres

Materials ◽  
2021 ◽  
Vol 14 (6) ◽  
pp. 1438 ◽  
Author(s):  
Przemysław Pączkowski ◽  
Barbara Gawdzik
Keyword(s):  
Glycidyl Methacrylate ◽  
High Performance ◽  
Chemical Structure ◽  
Alder Reaction ◽  
Diels Alder ◽  
Porous Structures ◽  
Reverse Phase Hplc ◽  
Polymeric Microspheres ◽  
Diels Alder Reaction ◽  
One Step

A one-step swelling and polymerization technique was used in the synthesis of porous glycidyl methacrylate (GMA) and ethylene glycol dimethacrylate (EGDMA) monodisperse polymeric microspheres. The polystyrene (PS) seed obtained in the dispersion polymerization was used as a shape template. The presence of epoxide rings in the chemical structure of microspheres enables their post-polymerization chemical modifications involving: the Diels-Alder reaction with sodium cyclopentadienide and maleic anhydride, the reaction with 4,4′-(bismaleimido)diphenylmethane, and the thiol-Michael reaction with methacryloyl chloride and 2-mercaptopropionic acid. Changing the reaction mixture composition—the amounts of crosslinking monomer and PS seed as well as the type and concentration of porogen porous microspheres of different porous structures were obtained. Their porous structures were characterized in the dry and swollen states. The copolymers obtained from the equimolar monomers mixture modified in the above way were applied as the column packing materials and tested in the reverse-phase HPLC (High-Performance Liquid Chromatography). A few factors influencing morphology and porous structure of microspheres were studied.

High performance epoxy coating with cross-linkable solvent via Diels-Alder reaction for anti-corrosion of concrete

2020 ◽  
Vol 139 ◽  
pp. 105473 ◽  
Author(s):  
Jinfeng Chi ◽  
Guoliang Zhang ◽  
Qingyi Xie ◽  
Chunfeng Ma ◽  
Guangzhao Zhang
Keyword(s):  
High Performance ◽  
Alder Reaction ◽  
Diels Alder ◽  
Epoxy Coating ◽  
Diels Alder Reaction

The Roush Synthesis of ( + )-Superstolide A

2011 ◽  
Author(s):  
Douglass Taber
Keyword(s):  
Malignant Cell ◽  
Alder Reaction ◽  
Diels Alder ◽  
Protecting Group ◽  
The Third ◽  
Diels Alder Reaction ◽  
Single Diastereomer ◽  
Superstolide A ◽  
One Step ◽  
Fourth Component

( + )-Superstolide A 3, isolated from the New Caledonian sponge Neosiphonia superstes, shows interesting cytotoxicity against malignant cell lines at ~ 4 ng/mL concentration. The key transformation in the synthesis of 3 described (J. Am. Chem. Soc. 2008, 130, 2722) by William R. Roush of Scripps Florida was the transannular Diels-Alder cyclization of 2, which established, in one step with high diastereocontrol, both the cis decalin and the macrolactone of 3. The octaene 1 was assembled from four stereodefined fragments. The first, the linchpin 6, was prepared from the stannyl aldehyde 4. Homologation gave the enyne 5, which on hydroboration and oxidation gave 6. Earlier, Professor Roush had optimized the crotylation of the protected alaninal 7. In this case, the Brown reagent 8 delivered the desired Felkin product 9. Protection followed by ozonolysis gave the aldehyde 10. Crotylation with the Roush-developed tartrate 11 then gave the alkene 12, setting the stage for conversion to the iodide 13. Coupling of 13 with 6 completed the preparation of 14. The third component of (+)-superstolide A 3, the phosphonium salt 21, was assembled by Brown allylation of the aldehyde 15, to give 17. Protecting group interchange followed by ozonolysis delivered 18, which via Still-Gennari homologation was carried on to 21. Condensation with the fourth component, the aldehyde 22 , and esterification with 14 then gave 1. Under high dilution Suzuki conditions 1 was converted to 2. Storage in CDCl3 for five days, or brief warming, cyclized 2 to a single diastereomer of the transannular Diels-Alder product, that was carried on to (+)-superstolide A 3. While acyclic trienes comparable to 2 could be induced to cyclize, the transannular Diels-Alder reaction proceeded with much higher diastereocontrol.

scholarly journals Diels–Alder Reaction as a Tool to Modify the Surface of Polymeric Microspheres

2015 ◽  
Vol 33 (6-8) ◽  
pp. 677-684 ◽  
Author(s):  
Marta Grochowicz ◽  
Przemysław Pączkowski ◽  
Barbara Gawdzik
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Polymeric Microspheres ◽  
Diels Alder Reaction

One step synthesis of 2-alkenylchromanes via inverse electron-demand Hetero-Diels–Alder reaction of o -quinone methide with unactivated dienes

Tetrahedron ◽  
2016 ◽  
Vol 72 (47) ◽  
pp. 7642-7649 ◽  
Author(s):  
Jian Liu ◽  
Xiaoxiao Wang ◽  
Lubin Xu ◽  
Zhihui Hao ◽  
Liang Wang ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Quinone Methide ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
One Step ◽  
Electron Demand

One-step functionalization of graphene via Diels—Alder reaction for improvement of dispersibility

2020 ◽  
Vol 14 (2) ◽  
pp. 198-210
Author(s):  
Jinxing Zhang ◽  
Kexing Hu ◽  
Qi Ouyang ◽  
Qilin Gui ◽  
Xiaonong Chen
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
One Step

Esterification of 5-Norbornene-2,3-Dicarboxylic Anhydride under Titanium Catalyst

2013 ◽  
Vol 634-638 ◽  
pp. 642-646 ◽  
Author(s):  
Sung Ho Park ◽  
Jun Seong Park ◽  
Tae Won Ko ◽  
Yong Sung Park ◽  
Je Wan Woo
Keyword(s):  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
1H Nmr ◽  
High Performance ◽  
Alder Reaction ◽  
Diels Alder ◽  
Titanium Catalyst ◽  
Light Yellow ◽  
Diels Alder Reaction ◽  
Yield And Purity

Norbornene dicarboxylate was synthesized through esterification under titanium catalyst. The alcohols are 2-ethyl-1-hexanol, n-octanol, 3,5,5-trimethyl-1-hexanol, and n-decanol. The Structures of compounds were identified by 1H-NMR, and then components were identified by high performance liquid chromatography (HPLC). The yield and purity was over 90 % and 95 %, and color of compounds was colorless or light yellow. The maleate as a by-product was occured by the retro Diels-Alder reaction.

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