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531081

Sigma-Aldrich

N-Hydroxynaphthalimide triflate

electronic grade, ≥99%

Synonym(s):

N-Hydroxynaphthalimide trifluoromethanesulfonate, HNT, NHN-TF

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About This Item

Empirical Formula (Hill Notation):
C13H6F3NO5S
CAS Number:
85342-62-7
Molecular Weight:
345.25
MDL number:
MFCD02683478
UNSPSC Code:
12352300
PubChem Substance ID:
24877801
NACRES:
NA.23

grade

electronic grade

Assay

≥99%

mp

212.1-214.2 °C

solubility

PGMEA: 1%
ethyl lactate: <1%
γ-butyrolactone: ~2%

SMILES string

FC(F)(F)S(=O)(=O)ON1C(=O)c2cccc3cccc(C1=O)c23

InChI

1S/C13H6F3NO5S/c14-13(15,16)23(20,21)22-17-11(18)8-5-1-3-7-4-2-6-9(10(7)8)12(17)19/h1-6H

InChI key

LWHOMMCIJIJIGV-UHFFFAOYSA-N

General description

N-Hydroxynaphthalimide triflate (HNT) is a photoacid generator(PAG) that forms an acid upon exposure to UV light which can be used to generate patterned structures. It can also be used to tune the solubility of a polymer by forming acid linkages.

Application

HNT can be used to form patterned nanoparticles that find potential applications in volumetric manufacturing of semiconductor devices. It can also be used in the photo-responsive pore reopening of zeolites that facilitates the regulation of the gas permeation process. UV-irradiated trimethylsilyl ultrathin cellulose based films can be formed in presence of HNT as a PAG.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Photoregeneration of trimethylsilyl cellulose as a tool for microstructuring ultrathin cellulose supports
Wolfberger A, et al.
Molecules (Basel), 19(10), 16266-16273 (2014)
Jan Kendall de Kruif et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 101, 90-102 (2016-02-07)
Newly discovered active macromolecules are highly promising for therapy, but poor bioavailability hinders their oral use. Microencapsulation approaches, such as protein prilling into microspheres, may enable protection from gastrointestinal (GI) enzymatic degradation. This would increase bioavailability mainly for local delivery
Surface modification of zeolites using benzene-1, 4-diboronic acid to form gated micropores with mild and photo responsive pore reopening
Fujiwara M, et al.
Chemical Engineering Journal, 146(3), 520-526 (2009)
Rajeev N Bahuguna et al.
Physiologia plantarum, 159(1), 59-73 (2016-08-16)
High night temperature (HNT) is a major constraint to sustaining global rice production under future climate. Physiological and biochemical mechanisms were elucidated for HNT-induced grain yield and quality loss in rice. Contrasting rice cultivars (N22, tolerant; Gharib, susceptible; IR64, high
Non-ionic photo-acid generators for applications in two-photon lithography
Steidl L, et al.
Journal of Materials Chemistry, 19(4), 505-513 (2009)
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