아크릴산2-하이드록시프로필에스테르

2-Hydroxypropyl acrylate

HCID 61249CAS 999-61-1

기본 정보

표준 SMILES
C=CC(=O)OCC(C)O
InChIKey
GWZMWHWAWHPNHN-UHFFFAOYSA-N
분자식
C6H10O3
평균 분자량
130.14 g/mol
단동위원소 질량
130.06299418

개요

structure in first source

이름 및 식별자

우선 이름
2-Hydroxypropyl acrylate
IUPAC
2-hydroxypropyl prop-2-enoate
현지명
아크릴산2-하이드록시프로필에스테르
영어명
2-HYDROXYPROPYL ACRYLATE
분자식
C6H10O3
분자량
130.14

이름 및 동의어

2-HYDROXYPROPYL ACRYLATE999-61-1Propylene glycol monoacrylate1,2-Propanediol, 1-acrylate2-Propenoic acid, 2-hydroxypropyl esterAcrylic acid, 2-hydroxypropyl esterbeta-Hydroxypropyl acrylateF17T4R74K6DTXSID0022143RefChem:87605DTXCID8021431,2-PROPANEDIOL-1-ACRYLATE
이름 더 보기
2-하이드록시프로필아크릴레이트아크릴산2-하이드록시프로필에스테르2-하이드록시프로필아크릴레이트2-하이드록시프로필 아크릴산2HPABISOMERHPAKayarad HPA2-hydroxypropylLight Ester HOP-A2-Hydroxypropyl acry1,2-propanediol1-acrylate1,2-propanediol,1-acrylatebeta-hydroxypropylacrylate
propylene glycol monoacrylate homopolymer213-663-82-hydroxypropyl prop-2-enoateMFCD00021900.beta.-Hydroxypropyl acrylateEINECS 213-663-8poly(hydroxypropyl acrylate)BRN 1754331

데이터베이스 식별자

CAS
999-61-1
PubChem CID
61249
DTXSID
DTXSID0022143
ChEMBL
CHEMBL3184912
UNII
F17T4R74K6
EC Number
213-663-8
Nikkaji
J33.773K

물성

구조 계산 물성

XLogP
0.3
극성 표면적
46.5 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
3
회전 가능 결합 수
4
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical ClassesCorrosives
PolymersPlastics & Rubber -> (Meth)acrylates
LogP · 3건

log Kow = 0.35

0.35

0.35

Density · 4건

1.05 kg/L at 25 °C

Relative density (water = 1): 1.1

1.05

1.05

Color/Form · 2건

Liquid

Colorless liquid

Solubility · 3건

Miscible with water

Miscible with oxygenated solvents

Solubility in water, g/100ml at 25 °C: 100 (good)

물리화학적 성질

끓는 점
77 °C · 77°C 5mm
밀도
1.06 g/cm3 · 1.06 g/cm3
굴절률
1.4315 · 1.4315 (estimate)
용해도
클로로포름(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)
13.92 · 13.92±0.20(Predicted)
물리적 상태
투명 내지 담황색 액체

화학적 성질

A liquid.

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P270, P271, P272, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P333+P317, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

H301+H331 (25.9%): Toxic if swallowed or if inhaled [Danger Acute toxicity, oral; acute toxicity, inhalation]

P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 3건

Chemical: 2-Propenoic acid, 2-hydroxypropyl ester

2-Hydroxypropyl acrylate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Fire HazardsCombustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 65 °C explosive vapour/air mixtures may be formed.
Hazards Summary · 1건

May cause skin burns; may cause pulmonary edema after heavy inhalation exposure; [ICSC] A potential dermal sensitizer, based on weak animal data; Rats died after 4-hour exposures to 650 ppm and showed signs of eye, nasal, and respiratory irritation. [ACGIH]

EC ClassificationSymbol: T; R: 23/24/25-34-43; S: (1/2)-26-36/37/39-45; Note: C, D
UN ClassificationUN Hazard Class: 6.1; UN Subsidiary Risks: 8; UN Pack Group: I
Chemical Dangers · 1건

The substance may polymerize due to heating and under the influence of light, and peroxides. Decomposes on heating. This produces toxic and corrosive fumes including acrolein. Reacts violently with strong acids, strong bases, strong oxidants and peroxides. This generates fire hazard.

안전 및 보호

Fire FightingUse water spray, dry powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures · 4건

Fresh air, rest. Half-upright position. Refer immediately for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower for at least 15 minutes. Refer immediately for medical attention.

Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.

First Aid(General first aid procedures)
Safe StorageSeparated from food and feedstuffs. Cool. Keep in the dark. Store only if stabilized. Provision to contain effluent from fire extinguishing. Store in an area without drain or sewer access.
Firefighting HazardsIt is ... flammable.
Fire Fighting Procedures · 3건

Extinguishing methods: Alcohol foam

If material on fire or involved in fire: Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical, or carbon dioxide. Use water spray to knock-down vapors.

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary. Further information: Use water spray to cool unopened containers.

독성 정보

Target OrgansEyes, skin, respiratory system
Ecotoxicity Values · 1건

LC50; Species: Pimephales promelas (Fathead minnow) juvenile age 28-34 days, weight 0.134 g, length 20.9 mm; Conditions: freshwater, flow through, hardness 45.3 mg/L CaCO3, alkalinity 47.0 mg/L CaCO3; Concentration: 3100 ug/L for 96 hr />97% purity/

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1.4(SRC), determined from a structure estimation method(2), indicates that 2-hydroxypropyl acrylate is expected to have very high mobility in soil(SRC). Volatilization of 2-hydroxypropyl acrylate from moist soil surfaces is not expected(SRC) given an estimated Henry's Law constant of 1.7X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). 2-Hydroxypropyl acrylate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.17 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). A 83% of Theoretical BOD using activated sludge in the Japanese MITI test(3) suggests that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.4(SRC), determined from a structure estimation method(2), indicates that 2-hydroxypropyl acrylate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.7X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). A hydrolysis half-life of >230 days at pH 7 for the commercial hydroxypropyl acrylate isomer mixture was reported, the hydrolysis half-life decreases with increase pH indicating that 2-hydroxypropyl acrylate may undergo slow hydrolysis under basic conditions(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow of 0.35(6) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low. The percent Theoretical BOD of the commercial hydroxypropyl acrylate isomer mixture reached 83% after 4 weeks in the Japanese MITI test(7) and 34.9% after 4 weeks in a closed bottle test for ready biodegradability(4). These results indicate that biodegradation will be an important fate process for 2-hydroxypropyl acrylate in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-hydroxypropyl acrylate, which has an estimated vapor pressure of 0.17 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-hydroxypropyl acrylate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone(SRC); the half-lives for these reactions in air are estimated to be 19 hours and 6.5 days(SRC), calculated from its respective rate constants of 2.0X10-11 and 1.7X10-18 cu cm/molecule-sec at 25 °C(SRC) that were derived using a structure estimation method(2). 2-Hydroxypropyl acrylate contains chromophores that absorb at wavelengths >290 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsDermatotoxin - Skin burns.
Exposure Routes · 2건

The substance can be absorbed into the body through the skin and by ingestion. Serious local effects by all routes of exposure.

inhalation, skin absorption, ingestion, skin and/or eye contact

Toxicity Summary · 1건

IDENTIFICATION AND USE: 2-Hydroxypropyl acrylate (HPA) is a colorless liquid. It is used in manufacture of thermosetting resins for surface coatings. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Instillation of 0.1 mL in rabbit eye produced prompt, severe ocular irritation and corneal injury. In rabbits topical HPA application causes moderate burns (even when contacted as a 10% aqueous solution). Rats inhaling saturated HPA vapor generated at room temperature for 7 to 8 hours survived, but those exposed for 4 hours at approximately 650 ppm HPA vapor (generated at 100 °C) died either during exposure or within 1 hour after cessation of exposure. Marked signs of eye, nasal, and respiratory irritation were noted during the exposure period. When dogs were repeatedly exposed by inhalation at 5 ppm 6 hours/day, 5 days/week for a total of 20 or 21 days during a 1-month period, signs of ocular, nasal, and respiratory tract irritation were observed, and histologic testicular changes were seen in 3 of the 4 exposed animals. HPA was tested for mutagenicity in Salmonella typhimurium strains TA102 and TA2638 (with metabolic activation) and Escherichia coli strains WP2/pKM101 and WP2 uvrA/pKM101. It was found positive in the Escherichia coli strains.

안전 데이터

OEB
B
OEL
TWA: 0.5 ppm (3 mg/m3) [skin]
ridadr
2927
HS 번호
2918199890
risk_code
23/24/25-34-43
safety_code
26-36/37/39-45

화학 및 산업

약리 정보

Absorption, Distribution and Excretion · 1건

The goal of these studies was to measure and interpret the skin permeability characteristics of 2-hydroxypropyl acrylate (HPA) as a model compound that is completely miscible with water. METHODS: In vitro permeation from HPA-H2O binary mixtures through human epidermis and silicone membranes was measured. Thermodynamic activities of HPA and H2O in these mixtures were determined. Permeation was also measured through epidermis and silicone from donor solutions with constant HPA activity but different H2O activities. Water uptake into desiccated human stratum corneum (SC) equilibrated with HPA-H2O mixtures was determined. RESULTS: Steady-state flux of HPA through silicone was a linear function of HPA activity but not HPA concentration. For epidermis on the other hand, flux increased with HPA activity only for HPA activities = 0.35. At constant HPA activity, flux decreased 4.5-fold as water activity decreased from 1 to 0.8. Incubation of SC with HPA-H2O mixtures resulted in substantial changes in SC water content, dependent on the water activity of the mixture and consistent with measured SC water sorption data. CONCLUSIONS: These experiments provide unequivocal evidence of a substantial increase in epidermal barrier function resulting from SC dehydration. Dehydration-related alterations in the SC appear responsible for the observed flux characteristics.

용도 및 제조

Uses · 6건

Used in the manufacture of thermosetting resins in surface coatings; [ACGIH]

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

It is used to make plastics.

In manufacture of thermosetting resins for surface coatings.

... Cross-linking agents in heat-cured paints, adhesives, textile preparations, etc.

Reactive comonomer (acrylic, vinyl acetate, styrene-butadiene, nitrile resins)

Methods of Manufacturing · 2건

... Produced by liquid-phase esterification of acrylic acid with ... propylene oxide in the presence of a Lewis acid catalyst, such as a chromium or ruthenium compound, or the iron salt of an organic acid.

Hydroxyethyl and 2-hydroxypropyl acrylates are prepared by the addition of ethylene oxide or propylene oxide to acrylic acid. The reactions are catalyzed by tertiary amines, quaternary ammonium salts, metal salts, and basic ion-exchange resins. The products are difficult to purify and generally contain low concentrations of acrylic acid and some diester which should be kept to a minimum since its presence leads to product instability and to polymer cross-linking.

Formulations/Preparations/Hydroxypropyl acrylate (CAS No 25584-83-2) / as the commercial product /that is/ routinely produced ... contains approximately 75-80% 2-hydroxypropyl acrylate (CAS No 999-61-1) and 20-25% 1-methyl-2-hydroxyethyl acrylate (CAS No 2918-23-2)
General Manufacturing Information · 1건

Hydroxyethyl and 2-hydroxypropyl acrylates are prepared by the addition of ethylene oxide or propylene oxide to acrylic acid. The reactions are catalyzed by tertiary amines, quaternary ammonium salts, metal salts, and basic ion-exchange resins. The products are difficult to purify and generally contain low concentrations of acrylic acid and some diester which should be kept to a minimum since its presence leads to product instability and to polymer cross-linking.

응용 분야

개요A case of occupational contact dermatitis caused by exposure to 2-hydroxypropyl acrylate was reported in industry.

용도In manufacture of thermosetting resins for surface coatings.

공급사50 곳

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
广州纳珑化工有限公司13192879270; 13192879270 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
Protheragen-ING+86-15618352007 · [email protected]

추가 설명

정의A functional monomer used in manufacture of thermosetting acrylic resins for surface coatings.

관련 반응

14건

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