4,4′-(9-플루오레닐아이딘)다이아닐린

한글명:4,4′-(9-플루오레닐아이딘)다이아닐린

카스 번호15499-84-0

상품명:9,9-Bis(4-aminophenyl)fluorene

CBNumberCB9439319

분자식C25H20N2

포뮬러 무게348.44

MOL 파일15499-84-0.mol

동의어(한글)

4,4′-(9-플루오레닐아이딘)다이아닐린

4,4'-(9-플루오르닐리덴)다이아닐린

화학적 성질

녹는점	237-239 °C (lit.)
끓는 점	535.2±50.0 °C(Predicted)
밀도	1.245±0.06 g/cm3(Predicted)
저장 조건	Keep in dark place,Inert atmosphere,Room temperature
수용성	물에 불용성
물리적 상태	powder to crystal
산도 계수 (pKa)	4.92±0.10(Predicted)
색상	흰색에서 거의 흰색
InChI	InChI=1S/C25H20N2/c26-19-13-9-17(10-14-19)25(18-11-15-20(27)16-12-18)23-7-3-1-5-21(23)22-6-2-4-8-24(22)25/h1-16H,26-27H2
InChIKey	KIFDSGGWDIVQGN-UHFFFAOYSA-N
SMILES	C1(C2=CC=C(N)C=C2)(C2=CC=C(N)C=C2)C2=C(C=CC=C2)C2=C1C=CC=C2
CAS 데이터베이스	15499-84-0(CAS DataBase Reference)

위험 및 안전 성명

위험품 표기

Xn,Xi

위험 카페고리 넘버

20/21/22-36/37

안전지침서

26-36

WGK 독일

위험 등급

IRRITANT

HS 번호

29215900

NFPA 704:

	1
2		0

그림문자(GHS)

4,4′-(9-플루오레닐아이딘)다이아닐린 화학적 특성, 용도, 생산

개요
9,9-Bis(4-aminophenyl)fluorene (FDA) is a fluorene derivative with two aminophenyl substituents on the 9-position. This compound has partial conjugation and can be utilized as a dopant-free organic hole-transporting material in inverted perovskite solar cells. Due to its diaminophenyl groups, FDA is commonly employed in synthesizing polyimides that possess high thermal and hydrolytic stability for optical fiber light guide coatings. Because the FDA is not fully aromatized, it is chosen to produce thermally stable transparent polyimides. Additionally, the polyimide derived from 9,9-bis(4-aminophenyl)fluorene can be further modified through Friedel-Crafts alkylation on the fluorene moiety, as the polyimide backbone remains chemically stable.
화학적 성질
White powder
용도
9,9-bis(4-aminophenyl)fluorene be used for preparation of high-strength material and high-temperature polymers.
제조 방법
The synthesis of 9,9-Bis(4-aminophenyl)fluorene can be carried out through the following stepwise procedure:
Prepare the reaction mixture:
Place 3.6 g of fluorenone (20 mmol), 7.2 g of aniline hydrochloride (55.6 mmol), 0.5 g of sodium bisulfite (4.8 mmol), 8.8 mL of aniline (96.4 mmol), and 6 mL of toluene in a 100 mL two-necked flask.
Ensure the reaction is conducted under nitrogen protection.
Add a water separator to the two-necked flask.

Begin the reaction:
Stir the reaction mixture and slowly increase the temperature to 120 °C.
Allow the reaction to continue for 30 minutes.
Separate the green liquid produced in the water separator.

Further reaction at elevated temperature:
Continue the reaction at 120 °C for an additional 3 hours.
Separate the water produced in the water separator.

Increase temperature and maintain reaction:
Slowly raise the temperature to 135 °C.
Keep the reaction at this temperature for 1.5 hours.

Monitor for completion:
Check the water separator for any further production of water.
Cease the reaction when no more water is produced in the water separator.

Cool down and adjust pH:
Allow the reacted material to cool to around 60 ℃.
Add 10 wt% potassium hydroxide solution to the reaction mixture.
Adjust the pH of the mixture to 9.
Stir the solution for 15 minutes while it is still hot.

Filtration and purification:
Filter the solution to remove any solid impurities.
Wash the filter cake with water.
Recrystallize the washed filter cake using 30 mL of toluene.
Filter the recrystallized product to obtain pure rice-white product.

Yield determination:
Weigh the obtained pure product, which should amount to 6.55 g.
Calculate the yield by dividing the obtained mass by the theoretical maximum mass and multiplying by 100%.
The yield of the pure rice-white product should be 94%.
일반 설명
4,4′-(9-Fluorenylidene)dianiline is a diamine.

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