5-Amino-2-(4-aminophenyl)benzoxazole

CAS

13676-47-6

Catalog Number

ACM13676476

Category

Main Products

Molecular Weight

225.25

Molecular Formula

C13H11N3O

MSDS COA Spec Sheet

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Specification

Synonyms

5-Amino-2-(p-aminophenyl)benzoxazole

Melting Point

231 - 233 °C

Appearance

Solid

5-Amino-2-(4-Aminophenyl)Benzoxazole for the Preparation of Polyimide

Zhuang, Yongbing, et al. Journal of Polymer Research, 2012, 19, 1-9.

5-Amino-2-(4-aminophenyl)benzoxazole (BOA) and 3,3',4,4'-biphenyl tetracarboxylic dianhydride (BPDA) can be used to prepare polyamic acid (PAA), which is then thermally imidized to obtain high-performance polyimide (PI) materials.
· Synthesis of Poly(Amic Acid)
Poly(amic acid) was synthesized by combining equimolar quantities of dianhydride and diamine, both dissolved in NMP, under a dry nitrogen atmosphere. In a four-neck flask, BOA (2.5340 g, 11.25 mmol) was initially dissolved in 33.10 mL of NMP. Once BOA was fully dissolved, BPDA (3.3101 g, 11.25 mmol) was added gradually. The mixture was stirred continuously for 48 hours. The final solution exhibited a solid content of 15 wt%.
· Thermal Imidization of PAA
The samples were prepared by casting the poly(amic acid) solution onto glass slides, followed by a pre-baking process at 80 °C for 1 hour in a vacuum oven. To examine the structural changes occurring during the thermal imidization, the films were cured at several constant temperatures ranging from 140 °C to 380 °C, with increments of 60 °C, also in a vacuum oven. Each curing phase lasted 1 hour, and the samples were allowed to cool to room temperature following each curing step before proceeding to the subsequent temperature.

Preparation of Copolyimide Fibers Using 5-Amino-2-(4-Aminophenyl)Benzoxazole

Yin, Chaoqing, et al. European Polymer Journal, 2015, 67, 88-98.

A series of rigid-rod co-polyimides (co-PIs) featuring benzimidazole and benzoxazole groups have been synthesized through the reaction of 2-(4-aminophenyl)-5-aminobenzimidazole (BIA) and 5-amino-2-(4-aminobenzene)benzoxazole (BOA) with 3,3',4,4'-biphenyltetracarboxylic dianhydride (BPDA). These co-PI fibers demonstrate excellent thermal and thermo-oxidative stability. The incorporation of BOA units into the polymer backbone noticeably enhances the hydrophobic characteristics of the polyimide fibers.
Preparation of co-polyimide fibers
· To prepare the co-polyimide fibers, poly(amic acid)s (PAAs) were first synthesized by combining equimolar amounts of the dianhydride and diamine in DMAc under a dry nitrogen environment. This method resulted in viscous PAA solutions with varying BIA/BOA molar ratios (10/0, 9/1, 7/3, 5/5, 3/7, 0/10).
· The PAA precursor fibers were produced by extruding these viscous solutions through a spinneret with 50 holes, each 80 µm in diameter, into a coagulation bath of H2O/DMAc.
· The PAA fibers were subsequently transformed into polyimide fibers by heating them in steps at 100, 200, and 300 °C for one hour at each temperature. Additionally, efforts were made for each type of polyimide fiber to achieve a maximum draw ratio exceeding 400 °C in a nitrogen atmosphere within a furnace.

What is the chemical formula for 5-Amino-2-(4-aminophenyl)benzoxazole?

The chemical formula for 5-Amino-2-(4-aminophenyl)benzoxazole is C13H11N3O.

What is the molecular weight of 5-Amino-2-(4-aminophenyl)benzoxazole?

The molecular weight of 5-Amino-2-(4-aminophenyl)benzoxazole is 225.25 g/mol.

What is the IUPAC name of 5-Amino-2-(4-aminophenyl)benzoxazole?

The IUPAC name of 5-Amino-2-(4-aminophenyl)benzoxazole is 2-(4-aminophenyl)-1,3-benzoxazol-5-amine.

What is the InChI of 5-Amino-2-(4-aminophenyl)benzoxazole?

The InChI of 5-Amino-2-(4-aminophenyl)benzoxazole is InChI=1S/C13H11N3O/c14-9-3-1-8(2-4-9)13-16-11-7-10(15)5-6-12(11)17-13/h1-7H,14-15H2.

What is the InChIKey of 5-Amino-2-(4-aminophenyl)benzoxazole?

The InChIKey of 5-Amino-2-(4-aminophenyl)benzoxazole is UMGYJGHIMRFYSP-UHFFFAOYSA-N.

What is the Canonical SMILES of 5-Amino-2-(4-aminophenyl)benzoxazole?

The Canonical SMILES of 5-Amino-2-(4-aminophenyl)benzoxazole is C1=CC(=CC=C1C2=NC3=C(O2)C=CC(=C3)N).

What is the CAS number of 5-Amino-2-(4-aminophenyl)benzoxazole?

The CAS number of 5-Amino-2-(4-aminophenyl)benzoxazole is 13676-47-6.

What is the European Community (EC) number of 5-Amino-2-(4-aminophenyl)benzoxazole?

The European Community (EC) number of 5-Amino-2-(4-aminophenyl)benzoxazole is 842-233-8.

What is the DSSTox Substance ID of 5-Amino-2-(4-aminophenyl)benzoxazole?

The DSSTox Substance ID of 5-Amino-2-(4-aminophenyl)benzoxazole is DTXSID10346724.

What is the ChEMBL ID of 5-Amino-2-(4-aminophenyl)benzoxazole?

The ChEMBL ID of 5-Amino-2-(4-aminophenyl)benzoxazole is CHEMBL1380161.

Upstream Synthesis Route 1

1037-39-4

13676-47-6

Reference: [1] Patent: CN108558770, 2018, A, . Location in patent: Paragraph 0082; 0083; 0084

Upstream Synthesis Route 2

7518-70-9
1037-39-4

13676-47-6

Reference: [1] Patent: US5739344, 1998, A,

Upstream Synthesis Route 3

1129-37-9
99-57-0

13676-47-6
1037-39-4

Reference: [1] Patent: US5567843, 1996, A,

Upstream Synthesis Route 4

137-09-7
150-13-0

13676-47-6

Reference: [1]Journal of Heterocyclic Chemistry,1969,vol. 6,p. 119 - 121