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1,4-벤젠다이아민

1,4-벤젠다이아민
1,4-벤젠다이아민 구조식 이미지
카스 번호:
106-50-3
한글명:
1,4-벤젠다이아민
동의어(한글):
1,4-벤젠다이아민;파라민;파라-페닐렌디아민;p-페닐렌디아민;피-페닐렌다이아민;(4-아미노페닐)아민;1,4-다이아미노벤젠;1,4-페닐렌다이아민;4-아미노아닐린;p-벤젠다이아민;p-아미노아닐린;p-페닐렌다이아민;벤젠, 1,4-다이아미노-;페닐렌-1,4-다이아민
상품명:
p-Phenylenediamine
동의어(영문):
nakoh;furrod;Nako H;rodold;ursold;P-diami;Furro D;peltold;renalpf;Rodol D
CBNumber:
CB9852680
분자식:
C6H8N2
포뮬러 무게:
108.14
MOL 파일:
106-50-3.mol

1,4-벤젠다이아민 속성

녹는점
138-143 °C (lit.)
끓는 점
267 °C (lit.)
밀도
1.135 g/cm3 (20℃)
증기 밀도
3.7 (vs air)
증기압
1.08 mm Hg ( 100 °C)
굴절률
1.6339 (estimate)
인화점
156 °C
저장 조건
Store below +30°C.
용해도
Soluble in alcohol, chloroform, ether and hot benzene.
물리적 상태
Powder or Flakes
색상 색인 번호
76060
산도 계수 (pKa)
4.17(at 25℃)
색상
White, gray, or purple to brown
pH 범위
NonQ uorescence (3.1) to orange/yellow Q uorescence (4.4)
수소이온지수(pH)
9 (50g/l, H2O, 20℃)
수용성
47 g/L (25 ºC)
Merck
14,7285
BRN
742029
노출 한도
TLV-TWA 0.1 mg/m3 (ACGIH 1989); TWA skin 0.1 mg/m3 (MSHA and OSHA); IDLH 25 mg/m3 (NIOSH); carcinogenicity: Animal Inadequate Evidence (IARC). .
안정성
Stable, but oxidizes when exposed to air. Incompatible with oxidizing agents. Store under inert atmosphere.
주요 응용
Nanoparticles, liquid crystal displays, chemical mechanical polishing, bottom antireflective coatings, electrochromic materials, inks, rubber, hair dyes, cosmetics, treatment of virus skin infection
InChIKey
CBCKQZAAMUWICA-UHFFFAOYSA-N
CAS 데이터베이스
106-50-3(CAS DataBase Reference)
NIST
1,4-Benzenediamine(106-50-3)
IARC
3 (Vol. 16, Sup 7) 1987
EPA
p-Phenylenediamine (106-50-3)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T,N,T+,Xn
위험 카페고리 넘버 23/24/25-36-43-50/53-63-36/37/38-45-40-48/22-67-52/53
안전지침서 28-36/37-45-60-61-28A-24/25-23-53-26
유엔번호(UN No.) UN 1673 6.1/PG 3
WGK 독일 3
RTECS 번호 SS8050000
F 고인화성물질 8-10-23
자연 발화 온도 567 °C
TSCA Yes
위험 등급 6.1
포장분류 III
HS 번호 29215119
유해 물질 데이터 106-50-3(Hazardous Substances Data)
독성 LD50 in rats (mg/kg): 80 orally, 37 i.p. (Burnett)
기존화학 물질 KE-02176
유해화학물질 필터링 97-1-334
함량 및 규제정보 물질구분: 유독물질; 혼합물(제품)함량정보: 페닐렌디아민과 그 염류 및 이를 25% 이상 함유한 혼합물
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H301 삼키면 유독함 급성 독성 물질 - 경구 구분 3 위험 P264, P270, P301+P310, P321, P330,P405, P501
H311 피부와 접촉하면 유독함 급성 독성 물질 - 경피 구분 3 위험 P280, P302+P352, P312, P322, P361,P363, P405, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H317 알레르기성 피부 반응을 일으킬 수 있음 피부 과민성 물질 구분 1 경고 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H331 흡입하면 유독함 급성 독성 물질 흡입 구분 3 위험 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
H336 졸음 또는 현기증을 일으킬 수 있음 특정표적장기 독성 물질(1회 노출);마취작용 구분 3 경고 P261, P271, P304+P340, P312,P403+P233, P405, P501
H351 암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 2 경고 P201, P202, P281, P308+P313, P405,P501
H370 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴(노출되어도 특정 표적장기 독성을 일으키지 않는다는 결정적인 노출경로가 있다면 노출경로를 기재) 특정 표적장기 독성 - 1회 노출 구분 1 위험 P260, P264, P270, P307+P311, P321,P405, P501
H373 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킬 수 있음 특정 표적장기 독성 - 반복 노출 구분 2 경고 P260, P314, P501
H400 수생생물에 매우 유독함 수생 환경유해성 물질 - 급성 구분 1 경고 P273, P391, P501
H410 장기적 영향에 의해 수생생물에 매우 유독함 수생 환경유해성 물질 - 만성 구분 1 경고 P273, P391, P501
H412 장기적 영향에 의해 수생생물에 유해함 수생 환경유해성 물질 - 만성 구분 3 P273, P501
예방조치문구:
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P273 환경으로 배출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P311 의료기관(의사)의 진찰을 받으시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P337+P313 눈에 대한 자극이 지속되면 의학적인 조치· 조언를 구하시오.
P405 밀봉하여 저장하시오.

1,4-벤젠다이아민 MSDS


C.I. 76060

1,4-벤젠다이아민 C화학적 특성, 용도, 생산

개요

Paraphenylenediamine (PPD) is a colorless compound oxidized by hydrogen peroxide in the presence of ammonia. It is then polymerized by a coupling agent to produce a color.

화학적 성질

p-Phenylenediamines are white to slightly red crystalline solids. They have been described as gray “light brown” which may result from exposure to air.

물리적 성질

White, red, or brown crystals. May darken on exposure to air.

용도

p-Phenylenediamine is used for dyeing hairand fur, in the manufacture of azo dyes, inaccelerating vulcanization of rubber, and inantioxidants.

용도

A hair dye component, paraphenylenediamine, as a contact allergen for treatment of inflammatory diseases.

용도

4-Phenylenediamine is an azo-dye intermediate; photographic-developing agent; photo-chemical measurements; intermediate in manufacture of antioxidants and accelerators for rubber; laboratory reagent; dye for hair and fur; lithography; photocopying; oils; greases; gasoline; antioxidant/accelerator in the rubber and plastic industry; the hydrochloride is used as blood reagent.

정의

ChEBI: A phenylenediamine in which the amino functions are at positions 1 and 4 of the benzene nucleus.

일반 설명

A white to purple crystalline solid (melting point 234 F) that turns purple to black in air. Flash point 309 F. Toxic by skin absorption, inhalation or ingestion. Used for production of aramid fiber, antioxidants, as a laboratory reagent, in photographic developing, and as a dye for hair and furs.

공기와 물의 반응

Oxidizes on exposure to air. The finely powdered base if suspended in air poses a significant dust explosion hazard. Soluble in water. Even as a solid will spot downwind areas purple/black (Roger Patrick, DuPont Engineer).

반응 프로필

p-Phenylenediamine is the stongest of the weak aromatic bases. p-Phenylenediamine neutralizes acids in weak exothermic reactions to form salts. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Reacts readily with oxidizing agents .

건강위험

p-Phenylenediamine is a moderate to highlytoxic compound; the acute, subacute andchronic toxicity of this amine is greater thanthat of its ortho- and meta-isomers. The acutepoisoning effects in animals were manifestedby lacrimation, salivation, ataxia, tremor,lowering of body temperature, increasedpulse rate, and respiratory depression. Anintraperitoneal dose of 10.8 mg/kg (sus pended in propylene glycol) in male ratscaused the formation of methemoglobin tothe extent of 12.9% after 5 hours (Watan abe et al. 1976). The hydrochloride of thisamine has been reported to cause edemaof the head and neck in animals dosedwith 120–350 mg/kg. p-Phenylenediamine in hair dye formulations produced skinirritation and mild conjunctivial inflamma tion in a variety of test animals (Lloydet al. 1977). In guinea pigs, contact pro duced skin sensitization. Hair dyes con taining p-phenylenediamine damaged visionwhen applied into eyes. In addition, allergicasthma and inflammation of the respiratorytract resulted from exposure to higher con centrations. Reports in early literature citeseveral cases of human poisoning resultingfrom the use of hair dyes containingp-phenylenediamine. The toxic symptomsreported were liver and spleen enlargement,vertigo, gastritis, jaundice, atrophy of liver,allergic asthma, dermatitis, cornea ulcer,burning and redness in eyes, and presbyopia(the latter effects arising from using hair dyeson the eyebrows and eye lashes).
Tests for mutagenicity in Salmonellamicrosome assays (in vitro) were negative.With metabolic activation, upon oxidationwith hydrogen peroxide, most mutagenictests showed positive results. Tests forcarcinogenicity were negative, although itslightly increased the overall tumor ratein experimental animals. After oxidationwith hydrogen peroxide, the amine producedtumors in the mammary glands of female rats(Rojanapo et al. 1986).

화재위험

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

색상 색인 번호

PPD is a colorless compound oxidized by hydrogen peroxide in the presence of ammonia. It is then polymerized to a color by a coupling agent. Although a wellknown allergen in hair dyes, PPD can be found as a cause of contact dermatitis in chin rest stains or in milk testers. It is also a marker of group sensitivity to para amino compounds such as benzocaine, some azo dyes, and some previous antibacterial sulphonamides.

Biochem/physiol Actions

p-Phenylenediamine causes allergic reactions with skin. It is widely used in hair dyes. It eventually forms Bandrowski′s base, which is found to be the primary cause for allergy. p-Phenylenediamine exposure results in dermatitis, urticaria and anaphylaxis. It acts as an electron donor and is known to reduce cytochrome c.

Safety Profile

Suspected carcinogen with experimental tumorigenic data. Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Mildly toxic by skin contact. A human skin irritant. Mutation data reported. Implicated in aplastic anemia, Can cause fatal liver damage. The p-form is more toxic and a stronger irritant than the 0and misomers. Wen used as a hair dye it caused vertigo, anemia, gastritis, exfoliative dermatitis, and death. Has caused asthma and other respiratory symptoms in the fur-dyeing industry. Combustible when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use water, Con, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also other phenylenediamine entries and AMINES

잠재적 노출

p-Phenylenediamine has been used in dyestuff manufacture, in hair dyes; in photographic developers; in synthetic fibers; polyurethanes, and as a monomer and in the manufacture of improved tire cords. Also used as a gasoline additive and in making antioxidants.

Carcinogenicity

A number of dermal carcinogenesis bioassays have been reported using p-PDA alone in an organic solvent or in combination with hydrogen peroxide. An 85-week study in which female Swiss mice were treated with 5% or 10% p-PDAin acetone, 0.02 mL/animal applied topically, showed no evidence of carcinogenicity.
p-PDA was not found to be carcinogenic when administered by diet to male and female F344 rats and B6C3F1 mice at the dietary doses of 625 or 1250 ppm; the high dose approximated the maximum tolerated dose. An IARC Working Group concluded that on the basis of lack of human data, and inadequate animal data, p-PDA was not classifiable as to its carcinogenicity to humans. A recent meta-analysis of 11 case-control studies and one cohort study of the relationship between p-PDA exposure through use of personal hair dye and bladder cancer did not indicate any causal association.

Source

Bulk quantitities may contain m- and o-phenylenediamine and aniline as impurities.

환경귀착

Biological. In activated sludge, 3.8% mineralized to carbon dioxide after 5 d (Freitag et al., 1985). In activated sludge inoculum, following a 20-d adaptation period, 80.0% COD removal was achieved (Pitter, 1976).
Photolytic. A carbon dioxide yield of 53.7% was achieved when phenylenediamine (presumably an isomeric mixture) adsorbed on silica gel was irradiated with light (λ >290 nm) for 17 h (Freitag et al., 1985).
Chemical/Physical. p-Phenylenediamine will not hydrolyze because it does not contain a hydrolyzable functional group (Kollig, 1993).

운송 방법

UN1673 Phenylenediamines (o-, m-, p-), Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Crystallise the diamine from EtOH or *benzene, and sublime it in vacuo; protect it from light. The acetate has m 304o. [Beilstein 13 IV 104.]

비 호환성

Dust may form explosive mixture with air. A strong reducing agent. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid chlorides; acid anhydrides; chloroformates, and strong bases. Incompatible with organic anhydrides; isocyanates, aldehydes. Heat and light contribute to instability. Keep away from metals.

폐기물 처리

Controlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalytic or thermal device.

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