PL201988B1 - A new derivative of disubstituted fluorene and its preparation - Google Patents

A new derivative of disubstituted fluorene and its preparation

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Publication number
PL201988B1
PL201988B1 PL368089A PL36808904A PL201988B1 PL 201988 B1 PL201988 B1 PL 201988B1 PL 368089 A PL368089 A PL 368089A PL 36808904 A PL36808904 A PL 36808904A PL 201988 B1 PL201988 B1 PL 201988B1
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PL
Poland
Prior art keywords
preparation
disubstituted fluorene
formula
new derivative
new
Prior art date
Application number
PL368089A
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Polish (pl)
Other versions
PL368089A1 (en
Inventor
Jadwiga Sołoducho
Original Assignee
Politechnika Wroclawska
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Application filed by Politechnika Wroclawska filed Critical Politechnika Wroclawska
Priority to PL368089A priority Critical patent/PL201988B1/en
Publication of PL368089A1 publication Critical patent/PL368089A1/en
Publication of PL201988B1 publication Critical patent/PL201988B1/en

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Abstract

1. Nowa pochodna dipodstawionego fluorenu o wzorze 1 i nazwie kwas 9,9-diheksadecylofluoreno-2,7-dikarboksylowy.1. A new derivative of disubstituted fluorene with formula 1 and the name 9,9-dihexadecylfluorene-2,7-dicarboxylic acid.

Description

Opis wynalazkuDescription of the invention

Przedmiotem wynalazku jest nowa pochodna dipodstawionego fluorenu i sposób jej wytwarzania.The present invention relates to a novel disubstituted fluorene derivative and a method of its preparation.

Nowy związek jest ważnym półproduktem w syntezie nowego dichlorku kwasu 9,9-diheksadecylofluoreno-2,7-dikarboksylowego.The new compound is an important intermediate in the synthesis of the new 9,9-dihexadecylfluorene-2,7-dicarboxylic acid dichloride.

Wynalazek dotyczy nowego związku o wzorze 1 i nazwie kwas 9,9-diheksadecylofluoreneno-2,7-dikarboksylowy.The invention relates to a novel compound of the formula I named 9,9-dihexadecylfluorenene-2,7-dicarboxylic acid.

Sposób wytwarzania nowego kwasu 9,9-diheksadecylofluoreneno-2,7-dikarboksylowego o wzorze 1, polega na reakcji 9,9-diheksadecylo-2,7-dicyjanofluorenu o wzorze 2 z 100% kwasem fosforowym w temperaturze około 170°C w atmosferze azotu.The method of producing the new 9,9-dihexadecylfluorenene-2,7-dicarboxylic acid of the formula 1 involves the reaction of 9,9-dihexadecyl-2,7-dicyanofluorene of the formula 2 with 100% phosphoric acid at a temperature of about 170 ° C in a nitrogen atmosphere .

Sposób według wynalazku jest przedstawiony w przykładzie wykonania i na schemacie reakcji.The process of the invention is shown in the embodiment and in the reaction scheme.

Do 1,0 g, tj. 1,5 mmola 9,9-diheksadecylo-2,7-dicyjanofluorenu dodaje się 17,5 ml 100% kwasu fosforowego w 2,5 ml wody.17.5 ml of 100% phosphoric acid in 2.5 ml of water are added to 1.0 g, ie 1.5 mmol of 9,9-dihexadecyl-2,7-dicyanofluorene.

Reagenty miesza się w temperaturze 170°C przez 12 godzin i prowadzi reakcję w atmosferze azotu.The reaction was stirred at 170 ° C for 12 hours and reacted under a nitrogen atmosphere.

Następnie mieszaninę reakcyjną wylewa się do 20 ml gorącej wody i odfiltrowuje osad.The reaction mixture was then poured into 20 ml of hot water and the precipitate was filtered off.

Surowy produkt poddaje się krystalizacji z metanolu.The crude product is crystallized from methanol.

Otrzymuje się 0,8 g, tj. 1,1 mmola bezbarwnych kryształków kwasu 9,9-diheksadecylofluoreno-2,7-dikarboksylowego.0.8 g, i.e. 1.1 mmol of colorless crystals of 9,9-dihexadecylfluorene-2,7-dicarboxylic acid are obtained.

Produkt posiada następujące właściwości fizyczne i spektralne: t.t. 210-213°C, rozpuszcza się w octanie etylu, metanolu, nie rozpuszcza si ę w benzenie, eterze etylowym.The product has the following physical and spectral properties: mp. 210-213 ° C, dissolved in ethyl acetate, methanol, insoluble in benzene, diethyl ether.

1H NMR(CDCl3), δ 10,9 (s, 2H), 8,3-7,9 (m, 6H), 2,4 (q, 4H, J = 7,1 Hz), 1,4-1,3 (m, 52H), 0,89 (6H, t, J = 6,8 Hz), 0,56-0,53 (m,4H). 1 H NMR (CDCl3) δ 10.9 (s, 2H), 8,3-7,9 (m, 6H), 2.4 (q, 4H, J = 7.1 Hz), 1,4- 1.3 (m, 52H), 0.89 (6H, t, J = 6.8Hz), 0.56-0.53 (m, 4H).

13C NMR, δ 166,6, 149,3, 143,1, 131,4, 129,3, 120,5, 54,9, 31,3, 29,7, 29,6, 29,5, 29,3, 29,2, 29,4, 29,1, 29,0, 19,7, 13,9. 13 C NMR δ 166.6, 149.3, 143.1, 131.4, 129.3, 120.5, 54.9, 31.3, 29.7, 29.6, 29.5, 29 , 3, 29.2, 29.4, 29.1, 29.0, 19.7, 13.9.

Obliczono dla C47H74O4: C 80,28, H 10,61; znaleziono: C 80,00, H, 10,50.Calculated for C47H74O4: C 80.28, H 10.61; found: C 80.00, H, 10.50.

Claims (2)

1. Nowa pochodna dipodstawionego fluorenu o wzorze 1 i nazwie kwas 9,9-diheksadecylofluoreno-2,7-dikarboksylowy.1. A new derivative of disubstituted fluorene of formula I named 9,9-dihexadecylfluorene-2,7-dicarboxylic acid. 2. Sposób wytwarzania nowej pochodnej dipodstawionego fluorenu o wzorze 1 i nazwie kwas 9,9-diheksadecylofluoreneno-2,7-dikarboksylowy, znamienny tym, że 9,9-diheksadecylo-2,7-dicyjanofluoren o wzorze 2 poddaje się reakcji z 100% kwasem fosforowym w temperaturze około 170°C w atmosferze azotu.2. The method for the preparation of a new disubstituted fluorene derivative of the formula 1 named 9,9-dihexadecylfluorenene-2,7-dicarboxylic acid, characterized in that 9,9-dihexadecyl-2,7-dicyanofluorene of the formula 2 is reacted with 100% phosphoric acid at a temperature of about 170 ° C under a nitrogen atmosphere.
PL368089A 2004-05-19 2004-05-19 A new derivative of disubstituted fluorene and its preparation PL201988B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL368089A PL201988B1 (en) 2004-05-19 2004-05-19 A new derivative of disubstituted fluorene and its preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL368089A PL201988B1 (en) 2004-05-19 2004-05-19 A new derivative of disubstituted fluorene and its preparation

Publications (2)

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PL368089A1 PL368089A1 (en) 2005-11-28
PL201988B1 true PL201988B1 (en) 2009-05-29

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PL368089A1 (en) 2005-11-28

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