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Cyclobutane-1,2,3,4-tetracarboxylic dianhydride

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Cyclobutane-1,2,3,4-tetracarboxylic dianhydride Basic information

Product Name:
Cyclobutane-1,2,3,4-tetracarboxylic dianhydride
Synonyms:
  • 3a,3b,6a,6b-Tetrahydrocyclobuta[1,2-c:3,4-c']difuran-1,3,4,6-tetrone
  • 4,9-Dioxatricyclo[5.3.0.02,6]decane-3,5,8,10-tetrone
  • Cyclobutane 1,2,3,4-tetracarboxylic acid 1,2:3,4-dianhydride
  • Cyclobutane-1,2,3,4-tetracarboxylic dianhydride ,98%
  • Cyclobutane-1,2,3,4-tetracarboxylic acid dianhydride
  • Cyclobutane-1,2,3,4-tetracarboxylic acid dianhydride (CBDA)
  • Cyclobutane-1,2,3,4-tetracarboxylic
  • 1,2,3,4-Cyclobutanetetracarboxylic Dianhydride (purified by sublimation)
CAS:
4415-87-6
MF:
C8H4O6
MW:
196.11
EINECS:
224-577-5
Product Categories:
  • Fluorenes, etc. (reagent for high-performance polymer research)
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • Carbonyl Compounds
  • Carboxylic Acid Anhydrides
  • Organic Building Blocks
  • fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, Organic Building Blocks
  • fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, pharmaceutical intermediates
  • monomer
Mol File:
4415-87-6.mol
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Cyclobutane-1,2,3,4-tetracarboxylic dianhydride Chemical Properties

Melting point:
>300 °C (lit.)
Boiling point:
545.3±50.0 °C(Predicted)
Density 
1.823±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
soluble in Toluene
form 
powder to crystal
color 
White to Light yellow
Sensitive 
Moisture Sensitive
BRN 
1430553
CAS DataBase Reference
4415-87-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
1759
WGK Germany 
3
9-21
HazardClass 
8
PackingGroup 
III
HS Code 
29172090

MSDS

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Cyclobutane-1,2,3,4-tetracarboxylic dianhydride Usage And Synthesis

Description

Cyclobutane-1,2,3,4-tetracarboxylic dianhydride (CBDA) is an anhydride with a cis-trans-cis configuration. It can be used to synthesise polyimide films. Polymer films have excellent heat resistance, are transparent and colourless, with transmittance ranging from 81.5% to 85.8%, and are suitable for use in high quality display materials such as liquid crystal displays. The polymers made with pyrrolidine dianhydride instead of CBDA are dark yellow in colour and have a lower transmittance in the range of 48% to 63.9%.

Chemical Properties

White to light yellow solid

Uses

cyclobutane-1,2,3,4-tetracarboxylic dianhydride and diamine monomer are used for preparation a polyimide (PI), the type of polyimide has excellent electrical characteristics and optical type, with the material prepared the PI film, in addition to having a higher rate cast visible outside, and can withstand high temperatures thirty-four Baidu. Its performance is very good, is the preparation of a liquid crystal display with an ideal material for the film.

Uses

Reactant for:

  • Preparation of biologically and pharmacologically active molecules
  • Preparation of photosensitive polyimide material for high performance organic thin-film transistors
  • Selective crosslinking of polyimide for photonic devices

Preparation

Preparation of 1,2,3,4- cyclobutanetetracarboxylic acid dianhydride (CBDA)To a 2L quartz glass photoreactor equipped with sixteen UV lamps (300nm) , a stirrer and a cooler were attached and 250ml of ethyl acetate and 100g of maleic anhydride were added thereto followed by stirring for complete mixing. To avoid an excessive temperature increase, an air-cooling type cooler was first run and then UV light was illuminated for a photoreaction for 24h with stirring so as not to have the reactants adhered to the reactor walls. As a result, 71g of white solid was obtained. After the filtration, the white solid was dried for 24h in a vacuum dryer at 60°C Thus-obtained solid was then added to acetic anhydride, dissolved therein and slowly heated to 150°C followed by the reaction for 24h . Hot reaction solution was filtered through a filter paper to remove impurities and kept in a freezer at the temperature of 0°C or less for recrystallization for 24h to obtain a yellow solid. Thus-obtained solid was filtered and washed three times with 1,4-dioxane to remove acetic anhydride, and then dried in a vacuum oven at 60°C for 48h to obtain 64g of 1, 2, 3, 4 -cyclobutane tetracarboxylic acid dianhydride (CBDA) .

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