4-Sulfotetrafluorophenyl (STP) esters: New water-soluble amine-reactive reagents for labeling biomolecules

Novel Anionic Photoacid Generators (PAGs) and Corresponding PAG Bound Polymers

“…Molecular weights were determined by GPC for polymer (10) with THF as mobile phase, and the other polymers (6a-6c) with DMF as mobile phase, because of the poor solubility in THF. The results showed the copolymer (10) had a M w of 4 500 with PDI 2.5, and the other three terpolymers had similar M w ranging from 3 600 to 3 800, and PDI from 1.6 to 1.8.…”

“…a) The molecular weight as determined by GPC with THF for polymer (10) and DMF for polymers (6a-6c) as mobile phase. b) In wt.-%, in order to compare the thermostability and lithographic properties of PAG bound polymer with PAG blend polymer.…”

“…First, 4-hydroxy-2,3,5,6-tetrafluoro benzenesulfonate (8) was prepared according to a method available in the literature. [10] This was then reacted with methacrylic acid in TFA and TFAA as media, [11] under a nitrogen atmosphere overnight, to get sodium 4-(methacryloxy) 2,3,5,6-tetrafluorobenzenesulfonate [F4-MBS-Na (9)] in 97% yield, characterized by 1 H NMR (25 8C, ppm); d ¼ 6.45 (s, 1H); 6.13 (s, 1H); 2.06 (s, 3H), 19 F NMR (25 8C, ppm, ext. CF 3 COOH): d ¼ À152.35 (m, 2F); À137.68 (m, 2F).…”

Fluorine-contained photoacid generators (PAGs) and corresponding polymer resists

“…Triphenylsulfonium salt 4-(methacryloxy)-2,3,5,6-tetrafluoro benzenesulfonate (F4-MBS-TPS, Scheme 1) [7,8]: First, 4-hydroxy-2,3,5,6-tetrafluoro benzenesulfonate was prepared as per literature method [17]. This was then reacted with methacrylic acid in trifluoroacetic acid (TFA) and trifluoroacetic anhydride (TFAA) as media, under a nitrogen atmosphere overnight, to get sodium 4-(methacryloxy)-2,3,5,6-tetrafluorobenzenesulfonate(F4-MBS-Na) in 97% yield, characterized by 1 H NMR (25 8C, ppm) d6.45 (s, 1H); 6.13 (s, 1H); 2.06 (s, 3H), 19 F NMR (25 8C, ppm, ext.…”

Water-soluble NIR Fluorescent Probes Based on Squaraine and Their Application for Protein Labeling

“…A 4-sulfo-2,3,5,6-tetrafluorophenyl (STP) ester is a sulfonated derivative of a pentafluorophenyl (PFP) ester, which is known as one of the commonly useful amine-reactive esters. 16 This residue allows the simultaneous introduction of a watersolubility enhancing site and an activated amine-reactive ester site within the same substituent. The esterification of KSQ-3-H with STP could be performed under the same conditions as in the case of NHS.…”