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二苯胍

二苯胍用途

1,3-二苯基胍是橡胶硫化中的主要和次要促进剂,在橡胶工业中发现[1]。

二苯胍名称

[ CAS 号 ]:
102-06-7

[ 中文名 ]:
二苯胍

[ 英文名 ]:
1,3-Diphenylguanidine

[中文别名 ]:

[英文别名 ]:

1N,3N-diphenylguanidine
N,N'-diphenyl-guanidine
DFG
MFCD00001758
N,N'-Diphenylguanidine
Denax
Diphenyl guanidine
noccelerd
sym-Diphenylguanidine
usafb-19

二苯胍生物活性

[ 描述 ]:

1,3-二苯基胍是橡胶硫化中的主要和次要促进剂,在橡胶工业中发现[1]。

[ 相关类别 ]:

研究领域 >> 其他

信号通路 >> 其他 >> 其他

二苯胍物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
321.3±25.0 °C at 760 mmHg

[ 熔点 ]:
146-148 °C(lit.)

[ 分子式 ]:
C₁₃H₁₃N₃

[ 分子量 ]:
211.262

[ 闪点 ]:
148.1±23.2 °C

[ 精确质量 ]:
211.110947

[ PSA ]:
47.91000

[ LogP ]:
2.36

[ 外观性状 ]:
白色至奶油色粉末

[ 蒸汽压 ]:
0.0±0.7 mmHg at 25°C

[ 折射率 ]:
1.600

[ 储存条件 ]:
室温

[ 稳定性 ]:
Stable. Combustible. Incompatible with strong oxidizing agents. Moisture sensitive.

[ 水溶解性 ]:
slightly soluble

二苯胍MSDS

二苯胍毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MF0875000

CHEMICAL NAME :: Guanidine, 1,3-diphenyl-

CAS REGISTRY NUMBER :: 102-06-7

LAST UPDATED :: 199712

DATA ITEMS CITED :: 29

MOLECULAR FORMULA :: C13-H13-N3

MOLECULAR WEIGHT :: 211.29

WISWESSER LINE NOTATION :: MUYMR&MR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 323 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 75 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 323 mg/kg

TOXIC EFFECTS :: Blood - normocytic anemia

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - ataxia

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 25 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 258 mg/kg

TOXIC EFFECTS :: Blood - normocytic anemia

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 25 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - tetany

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >794 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 246 mg/kg

TOXIC EFFECTS :: Blood - normocytic anemia

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - tetany

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3808 mg/kg/17W-I

TOXIC EFFECTS :: Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - catalases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 76 mg/kg

SEX/DURATION :: female 1-19 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 190 mg/kg

SEX/DURATION :: female 1-19 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 56 mg/kg

SEX/DURATION :: male 7 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females) Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 196 mg/kg

SEX/DURATION :: male 49 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 140 mg/kg

SEX/DURATION :: male 35 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 224 mg/kg

SEX/DURATION :: male 56 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

MUTATION DATA

TYPE OF TEST :: Body fluid assay

TEST SYSTEM :: Rodent - mouse Bacteria - Salmonella typhimurium

DOSE/DURATION :: 36 ng/kg

REFERENCE :: JEPOEC Journal of Environmental Pathology, Toxicology and Oncology. (Chem-Orbital, POB 134, Park Forest, IL 60466) V.5(4)- 1984- Volume(issue)/page/year: 6(1-2),293,1985 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 27760 No. of Facilities: 326 (estimated) No. of Industries: 10 No. of Occupations: 21 No. of Employees: 14344 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 27760 No. of Facilities: 874 (estimated) No. of Industries: 14 No. of Occupations: 40 No. of Employees: 28146 (estimated) No. of Female Employees: 4339 (estimated)

二苯胍安全信息

[ 符号 ]:

GHS06, GHS08, GHS09

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301-H315-H319-H335-H361f-H411

[ 警示性声明 ]:
P261-P273-P281-P301 + P310-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22;R36/37/38;R51/53;R62

[ 安全声明 (欧洲) ]:
S26-S36/37/39-S61

[ 危险品运输编码 ]:
UN 3077 9/PG 3

[ WGK德国 ]:
2

[ RTECS号 ]:
MF0875000

[ 包装等级 ]:
III

[ 危险类别 ]:
9

[ 海关编码 ]:
29252000

二苯胍合成路线

二苯胍上下游产品

二苯胍上游产品

二苯胍下游产品

二苯胍制备

1.我国二苯胍生产工艺均为二硫化碳和苯胺缩合制得二苯硫脲，再由二苯硫脲、氧化铅、氢氧化铵与硫酸铵在40-70℃的条件下制成二苯胍的硫酸盐，经提取、过滤，中和得半成品。再经干燥、筛选即得成品促进剂D。各生产工艺的不同点主要集中在二苯硫脲合成二苯胍这一步，早期国内采用氧化铅法，由于产品质量差、操作人员的粉尘污染（铅粉尘）、母液的三废处理、收率低等问题，此方法在20世纪90年代后期基本已停止使用。此法用氧化铅作脱硫剂，用氨水作胺化剂，用硫酸铵作为二苯胍的萃取剂，在原料消耗、环境保护方面都存在问题。

改用氧化锌可改进原有的生产工艺。90年代中期，国内有氧化锌法和氧化铁法的报道，但因各种原因并未普及，已被淘汰。现在所有国内二苯胍的生产企业均采用氧气法生产，即二苯硫脲与氧气、氨水反应8h后得二苯胍。原料消耗定额：二苯硫脲1250kg/t、氧气240m3、醋酸铜（催化剂）0.86kg/t、氨水1000kg/t、水252kg/t。

2.首先把所需量的乙醇和水加入耐压反应釜，室温下通氨1h，使溶液中的氨达到饱和，然后边搅拌边加入二苯基硫脲，完毕，再通氨15min。将氧化锌调成稀糊状，慢慢滴加至反应釜中，滴加时间1h左右，最后将反应釜密封，通氨升压到所需值，在38～40℃反应3h，继续升温到一定温度再反应一定时间。反应完毕，释压、放料、过滤、醇洗。将滤液和洗液合并精馏，以回收部分乙醇。由于二苯胍仅微溶于水，随着精馏的进行，釜底析出粗二苯胍的量越来越多，待乙醇基本蒸出后停止。然后往其中加入少量水，在不断搅拌下滴加1∶1的盐酸，使二苯胍生成可溶性的二苯胍盐酸盐，待溶液pH值为2～3时，停止滴加盐酸，将其过滤除去副产物和杂质，滤液再用10%的NaOH中和，此时即有精制的白色二苯胍沉淀析出。再过滤、水洗、干燥即产品。

3.也可采用以N,N'-二苯硫脲、氨水和氧气为原料，以二价铜离子为催化剂的氧气法生产本品，合成反应式如下

首先，铜盐与氢氧化铵、氨及N,N'-二苯硫脲反应生成络合物二氨N,N'-二苯硫脲合铜（Ⅱ）氢氧化物和铵盐。然后N,N'-二苯硫脲经氧气氧化脱硫及上氨反应得到产品二苯胍和亚硫酸铵。亚硫酸铵继续被氧气氧化生成硫酸铵。

二苯胍海关

[ 海关编码 ]: 29252000

二苯胍文献

Occupational allergic contact dermatitis and patch test results of leather workers at two Indonesian tanneries.

Contact Dermatitis 67(5) , 277-83, (2012)

Tannery workers are at considerable risk of developing occupational contact dermatitis. Occupational skin diseases in tannery workers in newly industrialized countries have been reported, but neither ...

Allergic contact dermatitis to synthetic rubber gloves: changing trends in patch test reactions to accelerators.

Arch. Dermatol. 146(9) , 1001-7, (2010)

Rubber gloves are one of the most frequent causes of occupational allergic contact dermatitis, especially in health care workers.We describe 23 patients with allergic contact dermatitis due to rubber ...

Identification of unexpected modifications of fluorescein-labeled oligodeoxynucleotides by nuclease P1 digestion and mass spectrometric techniques.

Rapid Commun. Mass Spectrom. 14(1) , 26-32, (2000)

Fluorescein-labeled oligodeoxynucleotides (ODNs) from automated synthesis commonly produce multiple peaks in high performance liquid chromatography (HPLC) chromatograms. We found that these peaks are ...

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二苯胍