2,4-D이소시아나토-1-메틸벤젠, 호모플로이머

Toluene 2,4-Diisocyanate

HCID 11443CAS 1321-38-6

기본 정보

표준 SMILES
Cc1ccc(N=C=O)cc1N=C=O
InChIKey
DVKJHBMWWAPEIU-UHFFFAOYSA-N
분자식
C9H6N2O2
평균 분자량
174.16 g/mol
단동위원소 질량
174.04292743

개요

Toluene diisocyanate exists in two isomeric forms (2,4-toluene diisocyanate and 2,6-toluene diisocyanate) which have similar properties and effects. Toluene diisocyanate is produced commercially as an 80:20 (2,4-toluene diisocyanate:2,6-toluene diisocyanate) mixture of the two isomers. At room temperature, the mixture is a clear, pale yellow liquid with a sharp, pungent odor. It should be stored under refrigeration, away from light and moisture in a tightly closed container under an inert atmosphere. Toluene diisocyanate is insoluble in water and miscible with most common organic solvents.

이름 및 식별자

우선 이름
Toluene 2,4-Diisocyanate
IUPAC
2,4-diisocyanato-1-methylbenzene
현지명
2,4-D이소시아나토-1-메틸벤젠, 호모플로이머
영어명
POLY(TOLYLENE 2,4-DIISOCYANATE)
분자식
C9H6N2O2
분자량
174.15614

이름 및 동의어

2,4-Diisocyanato-1-methylbenzene584-84-92,4-Toluene diisocyanateTOLUENE 2,4-DIISOCYANATE2,4-DiisocyanatotolueneTolylene-2,4-diisocyanateToluene-2,4-diisocyanate2,4-Tolylene diisocyanate2,4-TDIHylene tlcBenzene, 2,4-diisocyanato-1-methyl-Di-iso-cyanatoluene
이름 더 보기
2,4-D아이소시아나토-1-메틸벤젠,호모플로이머2,4-D이소시아나토-1-메틸벤젠,호모플로이머2,4-D아이소시아나토-1-메틸벤젠,호모플로이머(2,4-DISOCYANATO-1-METHYLBENZENE,...폴리(톨릴렌2,4-디이소시아네이트)POLY(TOLYLENE 2,4-DIISOCYANATE)2,4-Toluenediisocyanate,homopolymertoluene-2,4-diisocyanate homopolymerPoly(tolylene 2,4-diisocyanate) solution2,4-diisocyanato-1-methyl-benzenhomopolymer2,4-DISOCYANATO-1-METHYLBENZENE, HOMOPLOYMERBenzene,2,4-diisocyanato-1-methyl-,homopolymerPOLY(TOLYLENE 2,4-DIISOCYANATE), 50 WT. % SOLUTION IN BUTYL ACETATE
Toluylene-2,4-diisocyanate2,4-ToluenediisocyanateHylene TDiisocyanat-toluolMondur TDToluen-disocianatoTuluylendiisocyanatMondur TDS

데이터베이스 식별자

CAS
1321-38-6、26006-20-2、584-84-9、26471-62-5
PubChem CID
11443
DTXSID
DTXSID7026156
ChEMBL
CHEMBL1086446
ChEBI
CHEBI:53556
UNII
17X7AFZ1GH
EC Number
209-544-5
Nikkaji
J3.302B

물성

구조 계산 물성

XLogP
3.9
극성 표면적
58.9 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
2
무거운 원자 수
13

실험 및 물리화학적 성질

Chemical Classes · 3건

Hazardous Air Pollutants (HAPs)

Carcinogens

Industrial compound

Polymers · 3건

Plastics & Rubber -> Diisocyanates

Plastics & Rubber -> Diisocyanates

Plastics & Rubber -> Diisocyanates

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP3.4
OdorSharp, pungent
Density · 6건

1.22 at 77 °F (NTP, 1992) - Denser than water; will sink

1.2244 at 68 °F (EPA, 1998) - Denser than water; will sink

1.2244 at 20 °C/4 °C

Saturated liquid density: 75.879 lb/cu ft; liquid heat capacity: 0.398 Btu/lb-F; liquid thermal conductivity: 1.179 Btu-inch/hr-sq ft-F; liquid viscosity: 3.769 Centipoise (all at 85 °F)

Saturated vapor pressure: 0.004 lb/sq in; saturated vapor density: 0.00011 lb/cu ft (all at 130 °F)

1.22 g/mL at 25 °C

물리화학적 성질

밀도
1.09 g/mL · 1.09 g/mL at 25 °C
굴절률
20 · n20/D 1.501
인화점
88 °F · 88 °F
EPA
2 · Benzene, 2,4-diisocyanato-1-methyl-, homopolymer (26006-20-2)

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P203, P233, P260, P261, P264, P264+P265, P271, P272, P273, P280, P284, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P320, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1247) of reports.

Danger

H315 (> 99.9%): Causes skin irritation [Warning Skin corrosion/irritation]

유해성 정보

Regulatory Information · 6건

Chemical: Benzene, 2,4-diisocyanato-1-methyl-

Chemical: Benzene, diisocyanatomethyl-

Benzene, 2,4-diisocyanato-1-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 2,4-diisocyanato-1-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

SP - indicates a substance that is identified in a proposed Significant New Use Rule.

Status: Active Update: 22-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14277

Restricted substance: 4-methyl-m-phenylene diisocyanate

Other Safety InformationIMAP assessments - Benzene, 2,4-diisocyanato-1-methyl-: Environment tier I assessment
DOT Label · 2건

Poison

Poison

Fire Hazards · 4건

This chemical is combustible. (NTP, 1992)

When heated to decomposition it emits very toxic fumes of cyanide and nitrogen oxides. Reacts violently with amines, alcohol, bases and warm water causing fire and explosion hazards. Avoid strong oxidizers, water, acids, bases, amines, etc., cause foam and splatter. Avoid heating. Hazardous polymerization may occur. Concentrated alkaline compound such as sodium hydroxide or tertiary amines may cause run-away polymerization. Slow, not hazardous polymerization may occur above 235F. (EPA, 1998)

· Combustible material: may burn but does not ignite readily.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Risk of fire and explosion as a result of decomposition when heated.

Fire Potential · 3건

Combustible liquid.

Due to its high flash point, toluene diisocyanate offers no serious risk of fire ... .

Combustible when exposed to heat or flame.

Health Hazards · 3건

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes and respiratory system. It may cause bronchial asthma. It may also cause bronchitis and pulmonary edema. Other symptoms may include nausea, vomiting and abdominal pain. Exposure may cause an asthmatic reaction with wheezing, dyspnea and cough. Some decrease in lung function in the absence of symptoms has been observed after long periods of exposure. Eosinophilia has been reported. It may cause sore throat, runny nose, diarrhea and bronchial spasm. High concentrations are destructive to tissues of the skin, eyes, mucous membranes, upper respiratory tract and digestive tract. Chemical or hypersensitive pneumonia may occur with flu-like symptoms (e.g. fever, chills). Irritation of the lungs may occur. Exposure may also cause laryngitis, shortness of breath and headache. Chest discomfort, including tightness and congestion, occurs. Insomnia has occurred. Death may result if inhaled, swallowed or absorbed through the skin. Skin contact may result in severe dermatitis. If the liquid is allowed to remain in contact with the skin, it may produce redness, swelling and blistering. It may also cause rashes and scaling. Skin sensitization can occur. Allergic eczema may also occur. Eye contact may cause severe irritation resulting in permanent damage if left untreated. It may cause keratitis and conjunctivitis. Eye contact may also cause lacrimation, smarting, burning and a prickling sensation. Ingestion may cause burns of the mouth and stomach. It may also have a corrosive effect on the stomach and esophagus. Gastrointestinal irritation may occur. Medical conditions aggravated by exposure to this compound include asthma, bronchitis, emphysema, bronchial hyperactivity, skin allergies and eczema.

Can cause death. Contact with skin may cause allergic eczema. Substance is very corrosive to eyes. Chronic exposure may cause chronic lung disease. As a vapor TDI is a powerful irritant to the respiratory tract. Chronic loss of respiratory function may occur. Acute asthmatic bronchitis or frank asthma may occur. A splash in the eyes of workmen has caused keratitis and conjunctivitis. This compound causes inflammation of the skin, also chemical pneumonitis and pulmonary edema. (EPA, 1998)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

안전 및 보호

Fire Fighting · 3건

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

If water gets below the surface of the liquid, it will turn to steam and cause frothing. Full protective clothing, including self-contained breathing apparatus, rubber gloves, boots and bands around legs, arms, and waist should be provided. No skin surface should be exposed.

Use powder, carbon dioxide, water in large amounts. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water. Combat fire from a sheltered position.

First Aid Measures · 4건

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer immediately for medical attention.

Accidental Release Measures · 2건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 4건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Signs and Symptoms of Acute Toluene 2,4-Diisocyanate Exposure: Signs and symptoms of acute exposure to toluene 2,4-diisocyanate may be severe and include burning of the skin, eyes, nose, and throat. Cough, laryngitis, chest pain, tightness of the chest, bronchitis, asthma, emphysema, and enlargement of the right side of the heart may also occur. Gastrointestinal effects may include vomiting, diarrhea, and abdominal pain. Headache, insomnia, euphoria, depression, anxiety, paranoia, neuroses, and ataxia (incoordination) may also be noted.

General First Aid:

(General first aid procedures)

Safe Storage · 1건

Separated from food and feedstuffs. Separated from : see Chemical Dangers. Store between 20 °C and 25 °C. Dry. Keep in a well-ventilated room. Store in an area without drain or sewer access. Refer to the manufacturer's instructions for proper storage conditions.

Exposure Control and Personal Protection · 4건

· Wear positive pressure self-contained breathing apparatus (SCBA).

Biological Exposure Indices (BEI) [ACGIH] - Toluene diamine in urine (with hydrolysis) = 5 ug/g creatine at end of shift; [TLVs and BEIs]

0.001 [ppm]

Biological Exposure Indices (BEI) [ACGIH] - Toluene diamine in urine at end of shift = 5 ug/g creatine; [TLVs and BEIs]

독성 정보

Toxicological InformationCDC-ATSDR Toxicological Profile
Body Burden · 2건

Mean concentration of toluene diisocyanate in personal samples ranged from not detected-540 ug/cu m during polyurethane foam production and 2-1220 ug/cu m during polyurethane spray foam use(1).

In a Finnish study, toluene diisocyanate vapor concentrations ranged from 25-80 ug/cu m for pouring, 14-44 ug/cu m for paper stripping, and 1-8 ug/cu m for cutting. Personal monitors measured 9-34 ug/cu m and 5-30 ug/cu m of the 2,4-isomer for pouring and paper stripping, respectively. While 2,4-toluene diisocyanate constitutes 80% of toluene diisocyanate, and 2,6-toluene diisocyanate 20%, the 2,4-isomer is more reactive so that the concentration of the 2,6-isomer is higher in workplace air. The percentage of 2,4-toluene diisocyanate to total toluene diisocyanate measured with the personal monitors ranged from 29 to 69%(1).

Treatment · 2건

Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)

If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.

Cancer Sites[in animals: pancreas, liver, mammary gland, circulatory sys & skin tumors]
Interactions · 1건

2,4-Toluene diisocyanate exerted a nonspecific inhibitory effect on the beta-adrenergic adenylate cyclase system of frog erythrocyte membrane preparation stimulated by the beta-agonist isoproterenol in vitro. This inhibition was dose-dependent, ie, incr concn of toluene diisocyanate (TDI) produced progressively greater inhibition. The similarity in response between toluene diisocyanate and the isocyanates 1,6-diisocyanatohexane & diphenylmethane 4,4'-diisocyanate suggests that the isocyanate group plays a critical role in inhibiting the responsiveness of this system to beta-agonists.

Target Organs · 2건

Cancer, Respiratory (From the Nose to the Lungs)

Eyes, skin, respiratory system

규제 정보

FDA RequirementsToluene 2,4-diisocyanate is an indirect food additive for use only as a component of adhesives.
RCRA Requirements · 2건

U223; As stipulated in 40 CFR 261.33, when toluene diisocyanate, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

U223; As stipulated in 40 CFR 261.33, when toluene diisocyanate, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

TSCA Requirements · 2건

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Benzene, 2,4-diisocyanato-1-methyl- is included on this list. Effective date: 6/1/87; Sunset date: 6/1/97.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Benzene, 1-3-diisocyanatomethyl- is included on this list. Effective date: 6/1/87; Sunset date: 6/1/97.

Atmospheric Standards · 3건

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Toluene 2,4-diisocyanate is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. 2,4-Toluene diisocyanate is included on this list.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Toluene diisocyanates (mixture) is produced, as an intermediate or a final product, by process units covered under this subpart.

CERCLA Reportable Quantities · 3건

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Toluene 2,4-diisocyanate is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

안전 데이터

tsca
TSCA listed
ridadr
UN 1866 3/PG 3
risk_code
45-10-23/24/25-42/43-67-66-41
hazard_code
T,Xi
safety_code
53-16-23-36/37/39-45-39-26
기존화학 물질
KE-10920

화학 및 산업

약리 정보

Mechanism of Action · 6건

Exposure of workers to isocyanates may result in irritation and/or sensitization of the resp tract. An immunologic mechanism for sensitization has been presented. This investigation explored whether, as a possible mechanism for the irritation reaction, the toxic resp effect of isocyanates might be due to their ability to inhibit cholinesterase. Molar ratios of 50:1 or greater were required for 50% inhibition of purified human serum cholinesterase by 2,4-toluene diisocyanate. ...

... The sensitizing agent /such as toluene diisocyanate/ acts in vivo to haptenate self-proteins, and this haptenated self-protein serves as the stimulus for generation of the allergic immune response.

It ... has been reported that toluene diisocyanate forms antigenic complexes with proteins, transforms lymphocytes in sensitized individuals, induces skin-sensitizing antibodies in animals, and induces specific antibody formation.

Toluene diisocyanate (TDI) has ... been found to suppress the incr of intracellular cyclic adenosine monophosphate (cAMP) by the beta-agonist isoproterenol in peripheral blood lymphocytes indicative of a pharmacologic mechanism of action. Research data suggest that isocyanates may cause nonspecific inhibition of a variety of membrane receptors & enzyme systems. Both immunologic & nonimmunologic mechanisms appear to be involved. Although much research has been directed toward the mechanism of isocyanate-induced disease, the complete pathophysiology remains unknown. /Toluene diisocyanate/

The in vivo exposure to an asthmogenic stimulus, toluene diisocyanate, causes airway epithelial damage associated with inflammation and increased bronchial hyperresponsiveness. The latter mechanisms might partly be mediated by the release of eicosanoids from bronchial epithelial cells. Previously it has been demonstrated that the in vitro exposure of bronchial epithelial cells to toluene diisocyanate results in the release of immunoreactive 15-hydroxyeicosatetraenoic acid, a product of activation of the 15-lipoxygenase pathway with inflammatory properties. Present study shows that toluene diisocyanate induced release of 15-hydroxyeicosatetraenoic acid from epithelial cells can be prevented by nedocromil sodium, an anti-asthmatic drug with anti-inflammatory properties. This mode of action of the compound may explain its clinical effectiveness in asthma.

Isocyanates likely differ in toxicity due to factors beyond inherent reactivity of the NCO functional group, such as properties (electrophilic, lipophilic, three-dimensional structure, etc.) of the moiety attached to the NCO group, deposition site in the lungs, or concomitant exposures such as solvents. Such properties likely determine a molecule's permeability through biological barriers and ability to get to a target reaction site. The moiety attached to the NCO group appears to be responsible in part for variations in biochemical reactivity and toxicity within the isocyanate class. For example, aromatic isocyanates react orders of magnitude faster than aliphatic isocyanates in reactions with active hydrogen compounds as a result of the electrophilic effect of the aromatic ring on the N=C=O bond. It has been suggested that the more lipophilic isocyanates such as MDI and polymeric MDI (pMDI) may penetrate biological barriers easier, thus reaching biologically susceptible sites faster than less lipophilic isocyanates such as isocyanurate. Based on the interplay of such factors (reactivity, lipid solubility, and deposition site) one would expect a range of toxicities for different isocyanates. /Isocyanates/

Biological Half-Life · 5건

Whole body: a few hours; [TDR, p. 1156]

The toxicokinetics of 2,4- and 2,6-toluenediisocyanates in 11 chronically exposed workers at two flexible foam polyurethane production plants have been reported. ... The half life in urine ranged from 5.8 to 11 days for 2,4 and 2.6 toluene diamines. The differences in exposure were reflected by the plasma toluene diamine concentrations. The mean half life in plasma was 21 (range, 14-34) days for 2,4-toluene diamine and 21 (16-26) days for 2,6-toluene diamine. The study showed that the half life in plasma of chronically exposed workers for 2,4- and 2,6-toluene diamine was twice as long as for volunteers with short term exposure.

Two men were exposed to toluene diisocyanate atmospheres at three different air concn (ca 25, 50 & 70 ug/cu m). The toluene diisocyanate atmospheres were generated by a gas-phase permeation method, & the exposures were performed in an 8-cu m stainless-steel test chamber. ... The isomeric composition of the air in the test chamber was 30% 2,4-toluene diisocyanate and 70% 2,6-toluene diisocyanate. ... In plasma, 2,4- & 2,6-toluenediamine showed a rapid-phase elimination half-time of ca 2-5 hr, & that for the slow phase was greater than 6 days. ... The cumulated amount of 2,4-toluenediamine excreted in the urine over 24 hr was ca 15%-19% of the estimated inhaled dose of 2,4-toluene diisocyanate, & that of 2,6-toluenediamine was ca 17%-23% of the inhaled dose of 2,6-toluene diisocyanate.

The toxicokinetics of 2,4- and 2,6-toluenediisocyanates in 11 chronically exposed workers at two flexible foam polyurethane production plants have been reported. ... The half life in urine ranged from 5.8 to 11 days for 2,4 and 2.6 toluene diamines. The differences in exposure were reflected by the plasma toluene diamine concentrations. The mean half life in plasma was 21 (range, 14-34) days for 2,4-toluene diamine and 21 (16-26) days for 2,6-toluene diamine. The study showed that the half life in plasma of chronically exposed workers for 2,4- and 2,6-toluene diamine was twice as long as for volunteers with short term exposure.

Two men were exposed to toluene diisocyanate atmospheres at three different air concn (ca 25, 50 & 70 ug/cu m). The toluene diisocyanate atmospheres were generated by a gas-phase permeation method, & the exposures were performed in an 8-cu m stainless-steel test chamber. ... The isomeric composition of the air in the test chamber was 30% 2,4-toluene diisocyanate and 70% 2,6-toluene diisocyanate. ... In plasma, 2,4- & 2,6-toluenediamine showed a rapid-phase elimination half-time of ca 2-5 hr, & that for the slow phase was greater than 6 days. ... The cumulated amount of 2,4-toluenediamine excreted in the urine over 24 hr was ca 15%-19% of the estimated inhaled dose of 2,4-toluene diisocyanate, & that of 2,6-toluenediamine was ca 17%-23% of the inhaled dose of 2,6-toluene diisocyanate.

Metabolism/Metabolites · 6건

65 % of quantitated urinary metabolites were acid-labile conjugates. Free /toluene diamine (TDA)/ and its mono - and diaceyl derivatives /were/ present in urine. 94 % of (14)C-dose /was present/ in urine, feces, tissues and carcass 48 hrs after dosing. 81 % in feces, 8 % in urine, 4 % tissues (highest in GI tract). ... /In/expired air (14)C, /was/ negligible. ... /Toluene diamine/

In man, tolylene-2,4-diisocyanate is metab into 2,4-diaminotoluene. ...

Inhalation exposure to toluene 2,4-diisocyanate results primarily in the formation of acid labile conjugates, with little or no toluene 2,4-diamine being formed.

Subjects exposed to 2,4-TDI and 2,6-TDI in a test chamber (5.5 ppb for 7.5 hours) had the corresponding amines in plasma and urine - identified by gas chromatography-mass spectrometry (GC-MS) after hydrolysis. Elimination from plasma was slow. Elimination in urine had a slow and a fast phase, the latter with a biological half time of one to two hours. Two persons were exposed to three concentrations in the range 3.4-9.7 ppb for 4 hours, and there was a correlation between TDI levels in air and TDA levels in plasma. Elimination from plasma had two phases. The biological half time was two to five hours for the fast phase and more than six days for the slow phase.

A technique for detecting urinary amine metabolites in rats exposed to toluene diisocyanate was evaluated. Skin tissue of rats was exposed to 40% toluene-2,4-diisocyanate soln in di-n-butyl-ether liquid. Rats were exposed daily for 3 hr on 4 consecutive days. Urine was collected in metabolic cages for 18 hr after the last exposure. Chromatographic techniques were used for nitrogen selective detection of non-derivatized amines. An autolinear temperature programmer was employed to analyze derivatized amine. The identity of the amine was confirmed by gas chromatography/mass spectrometry. A linear correlation was found between toluene-2,4-diamine added to urine & peak height. Peak height & recovery from the non hydrolyzed and from the hydrolyzed urine was about 85 & 70%, respectively. No free toluene-2,4-diamine or free toluene-2,4-diisocyanate was detected in the urine of rats exposed to toluene-2,4-diisocyanate. The concentration of toluene-2,4-diamine in hydrolyzed urine was 1.5ug/mL. Gas chromatography/mass spectrometry confirmed the identity of the amine. /This/ highly sensitive technique tested is easy to apply & is effective for trace assays of amines.

The major metabolites of toluene diisocyanates in both animals and humans are toluene diamines and their acetylated products. /Toluene diisocyanates/

Absorption, Distribution and Excretion · 6건

... The route dependent metabolism of (14)C toluene 2,4-diisocyanate and (14)C toluene 2,4 diamine in Fischer 344 rats /was investigatd/. Forty-eight hours after an oral dose of 60 mg (14)C toluene 2,4 diisocyanate/kg bw, 81%, 8% and 4% of the radioactivity was found in the feces, urine and tissue/carcass/gastrointestinal tract contents, respectively. Markedly different results were obtained following inhalation exposure of rats to 2 ppm (14.2 mg/cu m) (14)C toluene 2,4 diisocyanate for 2 hr. Forty eight hours after exposure, 47%, 15% and 34% of the recovered radioactivity was in the feces, urine and tissue/carcass/gastrointestinal tract contents, respectively.

In comparative studies, (14)C toluene 2,4-diamine, the hydrolysis product of (14)C toluene 2,4-diisocyanate, was administered to rats at doses of 3 mg/kg bw (orally or intravenously) and 60 mg/kg bw orally. After 48 hr, the distribution of radioactivity was similar in all cases (urine, 64-72%; feces, 20-31%; and tissue/carcass/gastrointestinal tract, 2-5%). Comparison of the toluene 2,4-diisocyanate inhalation group with the oral toluene 2,4-diisocyanate and toluene 2,4-diamine treatment groups indicated that a larger percentage of the inhaled radioactivity was in the tissues/carcass and that excretion of radioactivity into the urine was slower following toluene 2,4-diisocyanate inhalation.

Following inhalation or oral exposure to (14)C toluene 2,4-diisocyanate, about 90% and 65% of the quantitated urinary metabolites were acid labile conjugates. In contrast, only 16 39% of the urinary metabolites were conjugated following oral administration of (14)C toluene 2,4-diamine.

Inhalation exposure to toluene 2,4-diisocyanate results primarily in the formation of acid labile conjugates, with little or no toluene 2,4-diamine being formed. This suggests that the disposition of inhaled toluene 2,4-diisocyanate is quite different from that of orally administered toluene 2,4-diisocyanate or of intravenously or orally administered toluene 2,4-diamine.

For more Absorption, Distribution and Excretion (Complete) data for 2,4-TOLUENE DIISOCYANATE (6 total), please visit the HSDB record page.

... Rats were exposed to /(14)C-toluene diisocyanate (TDI)/ vapors at concentrations ranging from 0.026 to 0.821 ppm for 4 hr. All tissues examined showed detectable quantities of radioactivity, with the airways, gastrointestinal system and blood having the highest levels which increased with exposure concentration. The concentration of radioactivity in the bloodstream after exposure was linear with respect to dose. The majority (74-87%) of the label associated with the blood was recovered in the plasma, and of this, 97-100% of the (14)C existed in the form of biomolecular conjugates. Analysis of stomach contents shows that the majority of the label is also associated with high (> 10 kDa) molecular weight species. While a larger percentage (28%) of the label is found in the low molecular weight fraction relative to blood, this low molecular weight labeled material represents at least eight different components. Thus, over the vapor exposure concentrations and time tested, it appears that conjugation is the predominant reaction and that free /toluenediamine (TDA)/ is not a primary in vivo reaction product under the conditions tested.

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Uses · 6건

2,4-Toluene diisocyanate is used as a chemical intermediate in the production of polyurethane products such as foams, coatings, and elastomers.

Occupational asthma reported in floor varnishers and in workers manufacturing polyurethane foams and elastomers; [Malo]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

This is the crude form of toluene 2,4-diisocyanate (2,4-TDI) with an unspecified isomer ratio commercially available but not usually used; [INCHEM PIMs] Used to make polyurethane foams and coatings, elastomeric coating systems, adhesives, and sealants; Occupational exposure occurs in adhesives production, insulation application, resin and lacquer production, chemical synthesis, paint spraying, polyurethane foam production, work with rubber, shipbuilding, textile processing, and wire coating; [INCHEM PIMs]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry]

Used to make polyurethanes, polyurethane foams, elastomers, and coatings, as a cross-linker for nylon-6, and hardener for adhesives and finishes; [HSDB]

U.S. Exports · 4건

(1972) 2.82X10+10 GRAMS

(1975) 5.13X10+10 GRAMS

(1984) 6.27x10+10 g /TOLUENE DIISOCYANATES/

(1998) 289 million. Average annual exports during the 1993-1998 period amounted to 288 million pounds.

U.S. Imports · 6건

(1983) 2.00X10+7 G /FOR 2,4-TDI DIMER/

(1983) 8.94X10+8 G /FOR TDI(UNMIXED)/

(1983) 2.00X10+9 G /FOR 2,4 (AND 2,6) TDI/

(1972) NEGLIGIBLE

(1975) NEGLIGIBLE

(1983) 8.94X10+8 g /FOR TDI (UNMIXED)/

U.S. Production · 6건

2023: 100,000,000 - <500,000,000 lb

(1984) 2.41X10+11 G (EST FOR 2,4 ISOMER) /BASED ON VALUE FOR 80:20 MIXTURE 2,4-2,6 TDI/

Benzene, 2,4-diisocyanato-1-methyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#2322]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Benzene, 2,4-diisocyanato-1-methyl-. Aggregated National Production Volume: 10 to < 50 million pounds.

(1972) 1.90X10+11 GRAMS

Consumption Patterns · 6건

80% 2,4:20% 2,6 MIXT REPRESENTS OVER 95% OF INDUSTRIAL USAGE ... .

90% FLEXIBLE FOAMS-MOLDED FLEXIBLE; 5% COATINGS; 3% ELASTOMERS; 2% OTHER (1984 EST) /FOR 80:20 MIX OF 2,4-2,6 ISOMER/

CHEMICAL PROFILE: Toluene Diisocyanate. Flexible urethane foams, 65%; (furniture, 28%; transportation, 16%; carpet underlay, 9%; bedding, 6%; other foam uses, 6%;) exports, 22%; rigid foams, 5%; polyurethane coatings, 4%; elastomers, 2%; miscellaneous non-foam uses, 2%.

CHEMICAL PROFILE: Toluene diisocyanate. Demand: 1986: 650 million lb; 1987: 695 million lb; 1991 /projected/: 720 million lb (Includes exports, imports are negligible).

Flexible urethane foams, 90% (furniture, 32%; transportation, 30%; carpet underlay, 10%; bedding, 10%; packaging, 8%; other foam uses, 10%); polyurethane coatings, 4%; cast elastomers, 2%; sealants, 2%; miscellaneous, including polyurethane fibers, 2%.

For more Consumption Patterns (Complete) data for TOLUENE DIISOCYANATE (6 total), please visit the HSDB record page.

Consumer UsesAdhesion/cohesion promoter

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
山东旭晨化工科技有限公司0533-15715337262 15715337262 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]

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