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Sigma-Aldrich

1,4-Phenylene diisocyanate

Synonym(s):

1,4-Diisocyanatobenzene, p-Phenylene diisocyanate

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About This Item

Linear Formula:
C6H4(NCO)2
CAS Number:
Molecular Weight:
160.13
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor pressure

<0.01 mmHg ( 20 °C)

Quality Level

form

solid

bp

260 °C (lit.)

mp

96-99 °C (lit.)

solubility

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

functional group

isocyanate

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

Related Categories

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.[1]
  • An organic building block to prepare adamantyl-containing diurea and thiourea derivatives applicable as potent mammalian and human soluble epoxide hydrolase inhibitors.[2]
  • A coupling agent to synthesize polyethylene glycol (PEG)/silica composite material using dibutyltin dilaurate (DBTDL) as a catalyst.[3]

It can also be used:
  • As a cross-linking reagent to investigate the mechanism of enzyme immobilization on silanized surfaces.[4]
  • In the synthesis of the dipodal bis-urea receptor, a selective receptor for hydrogen sulfate.[5]
  • In the deposition of polyurea resists films via molecular layer deposition.[6]

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Grafting of polyethylene glycols onto nanometer silica surface by 1, 4-phenylene diisocyanate
Zhang W and Lee Hong-Ro
Surface and Interface Analysis : SIA, 42(9), 1495-1498 (2010)
Crisscross addition polymerization of alkyl aldazines and 1, 4-phenylene diisocyanate
Hashidzume A, et al.
Polymer, 50(10), 2246-2251 (2009)
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)
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

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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