1,4,5,8-naphthalenetetracarboxylic acid

For a benzobisimidazobenzophenanthroline-type (BBL) ladder polymer derived from 1,4,5,8-naphthalenetetracarboxylic acid and 1,2,4,5-benzenetetramine... 

Naphthalimide Dyes. Derivatives of 4-aminonaphthalimide were used initially to dye acetate fibers. For polyesters, condensation products of 1,8-naphthalenedicar-boxylic acid (e.g., 19) or 1,4,5,8-naphthalenetetracarboxylic acid [128-97-2] with 1,2-diaminobenzenes are used. 

Pyrene is mainly used in the production of 1,4,5,8-naphthalenetetracarboxylic acid, a starting material for perinone pigments, which are characterized e.g. by their good heat stability. 

In the Hoechst process, pyrene reacts with bromine to yield 1,3,6,8-tetrabromo-pyrene this is oxidized with sulfuric acid, to produce the intermediate 2,7-di-bromo-l,2,3,6,7,8-hexahydro-l,3,6,8-tetraoxopyrene subsequent oxidation in an alkaline medium yields the tetra-sodium salt of 1,4,5,8-naphthalenetetracarboxylic acid. 

Naphthalene-1,6-disulfonic acid Naphthalene-2,7-disulfonic acid 1,4,5,8-Naphthalenetetracarboxylic acid anhydride... 

The thermal requirements for pigments which are targeted for PETP melt extrusion are particularly severe. However, it is important to consider the individual conditions at the various stages of polymer coloration. Pigments, for instance, which are added during the so-called condensation process in a glycol dispersion prior to transesterification or condensation in the autoclave, are exposed to temperatures between 240 and 290°C for 5 to 6 hours [43]. These harsh conditions are only tolerated by very few polycyclic pigments, primarily by representatives of the quinacridone, copper phthalocyanine, naphthalenetetracarboxylic acid, and pery-lene tetracarboxylic acid series. 

Naphthalenetetracarboxylic acid and its anhydride react, similar to phthalic anhydride, with o-diamines to form intensely color bis-imidazoles. These compounds, in contrast to the corresponding derivatives of phthalic anhydride, have the properties of vat dyes. When o-phenylenedianiinc is used, a mixture of the two isomers, I ids) and II (trans), is formed. This mixture is known in the trade as indanthrene scarlet 2G. The trans isomer (II), isolated from the mixture, is known as indanthrene brilliant orange GR. 

Metal acetylacetonates are covalently bound by the reaction of crosslinked chloromethyl-ated polystyrene (DMF, 100 °C) under formation of 7 [104]. Rare earth Eu(III)-complexes of l-carboxy-8-naphthoyl bound covalently at polystyrene 8 are obtained by Friedel-Crafts acylation of the corresponding naphthalenetetracarboxylic acid anhydride with the polymer followed by reaction with Eu [105]. The luminescence properties of lanthanide ions with polycarboxylates were investigated in detail [106]. The effects of the conformation of polymer chains on electron transfer and luminescence behaviour of Co(II)-, Co(III)-ethylenediamine complexes at polycarboxylates were studied [107]. 

Aliphatic 42) and aromatic 131, 132) tetracarboxylic acids have been polymerized with tetravalent metal and metalloidal salts. Low molecular weight prod ucts that decomposed at less than 200°C were obtained by reaction of silicon tetrachloride with aliphatic tetraacids. Pyromellitic acid and 2,3,6,7-naphthalenetetracarboxylic acid are converted to polymers by reaction with metal salts in water at 100°C (IX-32). The thermal stabilities of thorium-containing products were compared. The naphthalene-derived polymer was found to be less stable (360°C d) than the pyromellitic polymer. This result was attributed to the possibility that in thorium pyromellitate the thorium coordination shell is completed exclusively by carbonyl groups of neighboring chains, whereas in the naphthalene salt, water occupies two of the coordination sites of thorium. Uranium salts were less stable thermally than the thorium analogs 131). 

Naphthalenetetracarboxylic acid polymers with metals, 248 with Th(IV), 280... 

The method described above and outlined in Scheme 1 is particularly suitable for the synthesis of symmetrically substituted NDIs but originally it was of limited value for the synthesis of naphthalenemonoimide (NMI) and N-desymmetrised NDI derivatives. This is due to the difficulty of selective imide formation in a cross-conjugated dianhydride containing two equivalent electrophilic sites such as 1,4,5,8-naphthalenetetracarboxylic dianhydride (NDA). For all the aliphatic amines and amino acids tested, carrying out the reaction for 5 min at 140 °C only led to the formation of a 1 2 1 statistical mixture of dianhydride monoimide diimide (Table 1). 

Aromatic diimides 71 and 72 derived from 9-epi-9-amino cinchona alkaloids and pyromellitic or 1,4,5,8-naphthalenetetracarboxylic anhydride have been designed by Gawronski and Kacprzak as novel chiral receptors. These triads are present at room temperature as equimolar mixture of syn and anti conformers, resulting from restricted rotation around the imide C—N bonds. These triads show high affinity toward carboxylic adds. The syn conformer binds preferentially 1,2-dicarboxylates in a 1 1 molecular ratio whereas the anti conformer is selective toward monocarbox-ylates forming a complex in a ratio 1 2 (triad acid). The response is sensitive and could be observed by either 1H NMR or by CD spectroscopy even when equimolar amounts of the adds are present in the solution. The competition experiments have shown a higher selectivity of triads toward 1,2-dicarboxylates [140],... 

C26H12N2O10S2 polyimide based on (1,4,5,8-naphthalenetetracarboxylic dianhydride) and (diphenyl-disulfonic acid) diamine 105... 

Thesulphonatedpolyimidemembranesarebasedon4,4 -diaminobiphenyl-2,2 -disulphonic acid (BDSA), 4,4 -oxydianiline (ODA), 4,4 -oxydiphthalic anhydride (ODPA) and 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTCDA). The study of the surface properties of fluorinated polyimides exposed to vacuum ultraviolet (VUV) radiation and atomic oxygen may help us understand the stability of these polymers. It will also be interesting to apply this sulphonation method to some novel high molar mass poly-etherimide, as reported by Hsio and Yang (1997). 

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