3-(트라이에톡시실릴)프로필아민

(3-Aminopropyl)triethoxysilane

HCID 13521CAS 919-30-2

기본 정보

표준 SMILES
CCO[Si](CCCN)(OCC)OCC
InChIKey
WYTZZXDRDKSJID-UHFFFAOYSA-N
분자식
C9H23NO3Si
평균 분자량
221.37 g/mol
단동위원소 질량
221.14472013

개요

a coating surface compound

이름 및 식별자

우선 이름
(3-Aminopropyl)triethoxysilane
IUPAC
3-triethoxysilylpropan-1-amine
현지명
3-(트라이에톡시실릴)프로필아민
영어명
3-Aminopropyltriethoxysilane
분자식
C9H23NO3Si
분자량
221.37

이름 및 동의어

3-Aminopropyltriethoxysilane919-30-2(3-Aminopropyl)triethoxysilane3-(TRIETHOXYSILYL)PROPYLAMINEAPTES1-Propanamine, 3-(triethoxysilyl)-Silicone A-1100Propylamine, 3-(triethoxysilyl)-Nuca 1100Silane 1100Silane amg-9Aminopropyltriethoxysilane
이름 더 보기
3-아미노프로필트리에톡시실란3-아미노프로필트라이에톡시실란3-(트라이에톡시실릴)프로필아민아미노프로필트라이에톡시실레인(.감마.-아미노프로필)트리에톡시실란(3-아미노프로필)트리에톡시실란1-프로판아민, 3-(트리엑톡시실릴)-3-(트리에톡시실릴)-1-프로판아민3-(트리에톡시실릴)프로필아민A-1100A-1112AGM 9 (VAN)실란 1100실란, (.감마.-아미노프로필)트리에톡시-실란, (3-아미노프로필)트리에톡시-실리콘 A-1100트리에톡시(3-아미노프로필)실란3-(triethoxysilyl)propan-1-amineAMEOa1100γ-Aminopropyltriethoxysilane3-TRIETHOXYSILYLPROPYLAMINEAktisil AMDynasylan AMEOy-Aminopropyltriethoxysilane
Triethoxy(3-aminopropyl)silanegamma-Aminopropyltriethoxysilane3-(Triethoxysilyl)-1-propanamine(gamma-Aminopropyl)triethoxysilaneUc-A 1100Silane, (3-aminopropyl)triethoxy-aminopropyl triethoxysilane(aminopropyl)triethoxysilane

데이터베이스 식별자

CAS
919-30-2、96726-79-3
PubChem CID
13521
DTXSID
DTXSID2027333
ChEMBL
CHEMBL1542365
UNII
L8S6UBW552
EC Number
213-048-4、619-243-4
Nikkaji
J14.168B

물성

구조 계산 물성

극성 표면적
53.7 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
4
회전 가능 결합 수
9
무거운 원자 수
14

실험 및 물리화학적 성질

Chemical ClassesToxic Gases & Vapors -> Other Toxic Gases & Vapors
Density · 3건

0.94 at 25 °C

Density = 0.9506 g/cu m at 20 °C

1.01 @25 °C

Color/FormLiquid
Flash Point98 °C (closed cup)
Boiling Point · 2건

217 °C

217 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.

물리화학적 성질

녹는점
-70 °C · -70 °C
끓는 점
217 °C · 217 °C(lit.)
밀도
0.946 g/mL · 0.946 g/mL at 25 °C(lit.)
증기압
0 · 0-7910Pa at 25℃
굴절률
20 · n20/D 1.422
인화점
205 °F · 205 °F

화학적 성질

Colorless transparent liquid

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 5건

Chemical: 1-Propanamine, 3-(triethoxysilyl)-

Council Directive (EEC) No 109/1989 (Repealed by Reg. EC No 1935/2004 (amended))

1-Propanamine, 3-(triethoxysilyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propanamine, 3-(triethoxysilyl)- 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)

Status: Active Update: 14-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15027

3-(Triethoxysilyl) propylamine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards Summary · 1건

The kidney is the target organ after oral and dermal exposure of animals; Inhalation exposures for 6 hours to saturated vapor did not kill any rats tested; Skin sensitization testing of guinea pigs was positive; [OECD SIDS: 3-Aminopropyltriethoxysilane - 2003] Reacts with water or moisture producing flammable and toxic chemicals; [CHEMINFO] A severe skin and eye irritant that can cause corrosive injuries; [eChemPortal: SIDSUNEP] Corrosive to skin and eyes; [eChemPortal: ERMA] Can cause burns; [eChemPortal: ESIS] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis and pulmonary edema; Targets nerves, liver, and kidneys; [MSDSonline]

Special Reports · 1건

Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane [APTES], CAS #919-30-2 p.7 (November, 2003). This OECD Initial Assessment of HPV Chemicals is part of a series of OECD SIDS documents published by UNEP Chemicals to facilitate the access to information needed for health and environmental risk assessments of chemicals.[Available from, as of October 7, 2009: http://www.chem.unep.ch/irptc/sids/OECDSIDS/sidspub.html]

Other Hazardous Reactions · 1건

Since APTES is sensitive to hydrolysis, which may occur during testing, observed toxicity is likely due to the hydrolysis products ethanol and trisilanols.[Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane

Toxic Combustion ProductsHazardous decomposition products formed under fire conditions: Carbon oxides, nitrogen oxides (NOx), silicon oxides.

안전 및 보호

Fire Fighting Procedures · 2건

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsStore in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Moisture sensitive. Store under inert gas.
Cleanup Methods · 3건

Methods for cleaning up Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal. Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas.

Environmental precautions: Do not let product enter drains.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Disposal Methods · 2건

Dissolve or mix the material with a conbustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Observe all federal, state, and local environmental regulations. Contact a licensed professional waste disposal service to dispose of this material.

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 5건

In production, this material is mostly handled in closed systems. Necessary engineering controls during production include proper ventilation, containment, safety equipment and actual hardware designed to minimize exposure through splashing, or exposure to the air. Transfer of this material is in closed pipes rather than in open systems to minimize loss of this material (hydrolysis) although some customers do transfer the material in open systems.[Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane

In case of skin contact: Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a physician.

In case of eye contact: Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.

Hygiene measures: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

For more Preventive Measures (Complete) data for 3-(Triethoxysilyl)propylamine (6 total), please visit the HSDB record page.

Protective Action Criteria (PAC) · 3건

5.3 [mg/m3]

59 [mg/m3]

350 [mg/m3]

독성 정보

Ecotoxicity Values · 4건

EC50; Species: Daphnia magna (water flea); Concentration: 331 mg/L 48 hr; Conditions: static; End point: immobilization.[Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane

LC50; Species: Brachydanio rerio (freshwater fish); Concentration: > or = 934 mg/L 96 hr /Conditions of bioassay not specified in source/[Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane

EC50; Species: Daphnia magna/Straus clone 5 (Water flea); Conditions: Static (OECD Guideline 202, Part 1, 1984); Concentration: 592 mg/L 24 hr (95% confidence limits: 349-1003 mg/L); Effect: immobilization

EC50; Species: Daphnia magna/Straus clone 5 (Water flea); Conditions: static (OECD Guideline 202, Part 1, 1984); Concentration: 331 mg/L 48 hr (95% confidence limits: 249-441 mg/L); Effect: immobilization

Environmental Fate · 3건

TERRESTRIAL FATE: Adsorption to soil will not be an important environmental fate process(SRC) due to (3-aminopropyl)triethoxysilane's rapid hydrolysis; its half-life is 0.15 hours at pH 9 and 24.7 °C(1). (3-Aminopropyl)triethoxysilane is not expected to volatilize from dry soil based on its vapor pressure of 0.015 mm Hg at 20 °C(2). The observed biodegradation of (3-aminopropyl)triethoxysilane, a 67% loss in 28 days indicated by a DOC die-away test using domestic sewage innoculum, is of the hydrolysis products (ethanol and trisilanols)(1); therefore, biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Hydrolysis of (3-aminopropyl)triethoxysilane occurs rapidly via cleavage of the ethoxy groups in the presence of water; at pH 9.0, hydrolysis occurred most rapidly, with a half lives at 10, 24.7, and 37 °C of 0.78, 0.15, and 0.043 hours, respectively(1). Due to (3-aminopropyl)triethoxysilane's rapid hydrolysis, adsorption to suspended solids and sediment, and bioconcentration in aquatic organisms will not be important environmental fate processes(SRC). (3-Aminopropyl)triethoxysilane is not readily biodegradable as indicated by a DOC die-away test using domestic sewage innoculum; the observed degradation was attributed primarily to hydrolysis and further degradation of resulting products (ethanol and trisilanols)(1). Therefore, biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), (3-aminopropyl)triethoxysilane, which has a vapor pressure of 0.015 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase (3-aminopropyl)triethoxysilane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 7.2 hours(SRC), calculated from its rate constant of 5.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). However, because of the rapid hydrolysis of this material with moisture in the atmosphere, photolysis in the atmosphere is not predicted to be a significant mode of removal, and should be considered secondary to hydrolysis(4). Hydrolysis occurs rapidly via cleavage of the ethoxy groups in the presence of water; at pH 9.0, hydrolysis of (3-aminopropyl)triethoxysilane occurred most rapidly, with a half lives at 10, 24.7, and 37 °C of 0.78, 0.15, and 0.043 hours, respectively(4). (3-Aminopropyl)triethoxysilane does not contain chromophores that absorb at wavelengths >290 nm(5) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Toxicity Summary · 1건

Exposure: The commercial uses of this material are numerous and include various applications as coupling agents and adhesion promoters in fiberglass, adhesives and sealants, foundry resins, and in pre-treatment for coatings. ... Human Health: 3-Aminopropyltriethoxysilane (APTES) has been tested for acute toxicity by the oral, dermal, and inhalation routes of exposure. Acute oral LD50s in rats range from 1570 to 3650 mg/kg bw. The dermal LD50 is 4.29 g/kg bw and the 4-hour inhalation LC50 of the hydrolysate is greater than 7.35 mg/L. Six hours of exposure to substantially saturated vapor of APTES did not kill any of the 5 male or female rats (LT50 > 6 hours). The kidney is a target organ for toxicity for oral and dermal exposures. APTES is severely irritating to the skin and eyes. In a Buehler study in guinea pigs, 7/30 animals showed a skin sensitization response. The hydrolysis products of this material do not elicit a sensitization response in a guinea pig maximization test. Repeated inhalation exposure of rats to 147 mg/cu m of APTES hydrolysate respirable aerosol for four weeks produced squamous metaplasia and foci of minimal granulomatous laryngitis. No systemic toxicity was observed in rabbits after 9 repeated dermal doses of 17 or 84 mg/kg bw/day or three repeated dermal doses of 126 mg/kg bw/day of APTES; the site of contact NOAEL is less than 17 mg/kg bw/day. The no-observed-adverse-effect level (NOAEL) of APTES in a 90-day oral (gavage) study with rats was 200 mg/kg bw/day. APTES has been tested in several bacterial reverse mutation/Ames assays, in vitro V79 hamster lung cell and Chinese hamster fibroblast chromosome aberration assays, two Chinese hamster ovary cell HGPRT gene mutation assays, and an in vivo mouse micronucleus assay. In vivo and in vitro screening assays have not revealed any evidence of genotoxic potential. At the highest dose-level (600 mg/kg/day) in a 90 day oral gavage study in rats, no effects were seen on parameters of oestrus cycle and spermatogenesis or reproductive organs. The NOAEL for developmental effects has been identified for APTES following exposure via oral (gavage) in rats, with a value of 100 mg/kg bw/day, the NOAEL for maternal toxicity based on deaths and ulceration of the GI tract is <0.5 mL/kg. Environment: The estimated partition coefficient Log Kow is 0.31 and the estimated water solubility is 7.6 x 10+5 mg/L; these values may not be applicable because the material is hydrolytically unstable... Photodegradation modeling indicates the halflife in the atmosphere due to the reaction with photochemically induced OH radicals to be approximately 2.4 hours. However, photodegradation as a mode of removal is unlikely and not expected to be a significant degradation process because APTES is hydrolytically unstable. In spill conditions, the concentration of the parent silane is very high. The silanols concentration could also be high; however, the silanol rapidly self-condenses to form water insoluble, resinous oligomers and polymers. The molecular weight of the resulting oligomers and polymers is predicted to be over 1000. Anecdotal evidence suggests the molecular weight of the polymers resulting from spills is 5000 - 10000. As the parent silane and the resulting silanol are diluted, it is predicted that the polymers resulting from condensation will be of lower molecular weight. At sufficiently low silanol concentrations, low molecular weight oligomers are favored. It is calculated that at 1000 ppm of a related trialkoxysilane, the equilibrium concentration will be 86% silanol monomer and 14% silanol dimer. At still lower concentrations, the silanol will exist as the uncondensed monomer. These polymers will not be bioavailable. However, such materials are likely to cause toxicity in aquatic species due to physical effects (encapsulation, blockage of gills). The APTES 96-hr LC50 is > 934 mg/L for freshwater fish (Brachydanio rerio). The 48-hr EC50 for APTES is = 331 mg/L for the water flea (Daphnia magna). The 72-hr EbC50 for freshwater green algae (Scenedesmus subspicatus) is 603 mg/L. On the basis of cell growth, a 10% suppression of cell growth for the freshwater green algae (Scenedesmus subspicatus)was achieved at 72 hour EbC10 = 38 mg/L; on the basis of growth rate, a 10% suppression of cell growth in the same species was achieved at (0-72 hour) ErC10 = 321 mg/L. Since APTES is sensitive to hydrolysis, which may occur during preparation of the dosing solutions and/or during the testing, the observed toxicity is likely due to the hydrolysis products ethanol and trisilanols.[Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane

Soil Adsorption/MobilityAdsorption to soil will not be an important environmental fate process due to (3-aminopropyl)triethoxysilane's rapid hydrolysis(SRC); its half-life is 0.15 hours at pH 9 and 24.7 °C(1).
Human Toxicity Excerpts/SIGNS AND SYMPTOMS/ May be harmful if inhaled. Material is extremely destructive to the tissue of the mucous membranes and upper respiratory tract. May be harmful if absorbed through skin. Causes skin burns. Causes eye burns.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
TX2100000
ridadr
UN 2735 8/PG 2
독성
LD50 orally in Rabbit: 1780 mg/kg LD50 dermal Rabbit 3800 mg/kg
HS 번호
29310095

화학 및 산업

용도 및 제조

Uses · 6건

Used to size glass fibers for making laminates and to make non-thrombogenic dental and orthopedic materials; [HSDB] Used as coupling agent and adhesion promoter in fiberglass, adhesives, sealants, foundry resins, and coatings; [eChemPortal: SIDSUNEP]

Molding and Core Making [Category: Foundry]

Sizing of glass fibers for making laminates

In preparation of nonthrombogenic dental and orthopedic materials

Used as coupling agents and adhesion promoters, aminosilanes are intentionally converted by hydrolysis to the trisilanols, which then bond molecularly to inorganic substrates /Aminosilanes/

The commercial uses of this material are numerous and include various applications as coupling agents and adhesion promoters in fiberglass, adhesives and sealants, foundry resins, and in pre-treatment for coatings. A small percentage of this material may be found in sealants and coatings.[Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane

ImpuritiesEthyl alcohol (0-1%), 2-butanone (0-2%), dibenzoyl peroxide (0-1%) (purity 98% - 100%)[Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane
U.S. Production · 4건

2023: 5,500,000 - <7,000,000 lb

1-Propanamine, 3-(triethoxysilyl)- 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#5534]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 1-Propanamine, 3-(triethoxysilyl)-. Aggreated National Production Volume: 1 to < 10 million lbs.

Consumer UsesBinder
Industry UsesAdhesion/cohesion promoter
Methods of Manufacturing · 3건

... /In/ the acrylonitrile process ... cyanoethylsilane ... is ethoxylated and then hydrogenated over Raney nickel at high hydrogen pressure.

The ammonia substitution process starts from chloropropyltriethoxysilane, and requires a large excess and high pressure of NH3. With a 75-fold molar quantity of NH3 with respect to the chloro component, selectivities for the primary amine of up to 8% have been reported. The correspondingly low space-time yields can only be improved if increased proportions of di- and even trisubstituted downstream products of the initially formed aminopropylsilane are acceptable.

Catalyzed hydrogenation of the corresponding nitrile (2-cyanoethyltriethoxysilane) to produce the primary amino-functional silane as follows: (EtO)3-Si-CH2CH2-CN + 2H2 + [catalyst]--> (EtO)3-SiCH2CH2CH2-NH2. Vacuum distillation provides the highest quality version.

응용 분야

용도Forms aminopropyl derivative of glass, an adsorbent for affinity chromatography. Used to prepare positively charged slides suitable for use with various immunohistochemical and in situ hybridization procedures.

일반 설명(3-Aminopropyl)tiethoxysilane (APTES) is used as an amino-silane which is mainly used as a dispersant. APTES attaches an amino group to the functional silane for bio-conjugation.

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]
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杭州大地化工有限公司0571-82699306 13906719152 · [email protected]

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