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262242

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1,4-Phenylene diisocyanate

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Synonym(s):
1,4-Diisocyanatobenzene, p-Phenylene diisocyanate
Linear Formula:
C6H4(NCO)2
CAS Number:
Molecular Weight:
160.13
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

<0.01 mmHg ( 20 °C)

form

solid

bp

260 °C (lit.)

mp

96-99 °C (lit.)

solubility

THF: soluble
acetone: soluble
ethyl acetate: soluble
toluene: soluble

SMILES string

O=C=Nc1ccc(cc1)N=C=O

InChI

1S/C8H4N2O2/c11-5-9-7-1-2-8(4-3-7)10-6-12/h1-4H

InChI key

ALQLPWJFHRMHIU-UHFFFAOYSA-N

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1 of 4

This Item
223867216836311367
vibrant-m

262242

1,4-Phenylene diisocyanate

vibrant-m

223867

Tolylene-2,6-diisocyanate

vibrant-m

216836

Tolylene-2,4-diisocyanate

vibrant-m

311367

1,4-Phenylene diisocyanide

form

solid

form

liquid

form

-

form

solid

mp

96-99 °C (lit.)

mp

-

mp

20-22 °C (lit.)

mp

160 °C (dec.) (lit.)

bp

260 °C (lit.)

bp

129-133 °C/18 mmHg (lit.)

bp

115-120 °C/10 mmHg (lit.)

bp

-

vapor pressure

<0.01 mmHg ( 20 °C)

vapor pressure

-

vapor pressure

0.03 mmHg ( 25 °C)

vapor pressure

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

Application

1,4-Phenylene diisocyanate (PPDI) can be used as:
  • A reactant to synthesize high yield polymers via criss-cross addition polymerization reaction with alkyl aldazines in pyridine.
  • An organic building block to prepare adamantyl-containing diurea and thiourea derivatives applicable as potent mammalian and human soluble epoxide hydrolase inhibitors.
  • A coupling agent to synthesize polyethylene glycol (PEG)/silica composite material using dibutyltin dilaurate (DBTDL) as a catalyst.

It can also be used:
  • As a cross-linking reagent to investigate the mechanism of enzyme immobilization on silanized surfaces.
  • In the synthesis of the dipodal bis-urea receptor, a selective receptor for hydrogen sulfate.
  • In the deposition of polyurea resists films via molecular layer deposition.

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Aquatic Chronic 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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S K Dogan et al.
Journal of the mechanical behavior of biomedical materials, 71, 349-361 (2017-04-14)
Poly(lactic acid) (PLA)/thermoplastic polyurethane (TPU) blends were melt-mixed and compatibilized to investigate their biocompatibility, biodegradability and thermally induced shape memory properties. The blend compositions were PLA/TPU: 80/20 (20TPU) and PLA/TPU: 50/50 (50TPU). 1,4-phenylene diisocyanate (PDI) was used in order to
Synthesis of adamantyl-containing 1, 3-disubstituted diureas and thioureas, efficient targeted inhibitors of human soluble epoxide hydrolase
Butov GM, et al.
Russian Chemical Bulletin, 64(7), 1569-1575 (2015)
Han Zhou et al.
ACS applied materials & interfaces, 3(2), 505-511 (2011-02-10)
Photoresist materials comprise one of the main challenges faced by lithography to meet the requirements of electronic device size scaling. Here we report for the first time the use of molecular layer deposition (MLD) to produce photoresist materials with controllable
Nesrine Aissaoui et al.
Langmuir : the ACS journal of surfaces and colloids, 30(14), 4066-4077 (2014-03-19)
We investigated the mechanism of enzyme immobilization on silanized surfaces through coupling agents (cross-linkers) in order to understand the role of these molecules on interfacial processes and their effect on catalytic activity. To this end, we used a model multimeric
Crisscross addition polymerization of alkyl aldazines and 1, 4-phenylene diisocyanate
Hashidzume A, et al.
Polymer, 50(10), 2246-2251 (2009)

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