Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
네오펜틸글리콜 디아크릴레이트
2,2-다이메틸트라이메틸렌아크릴레이트 · 2-프로펜산,2,2-다이메틸-1,3-프로판디일에스테르 · 2-프로펜산,2,2-디메틸-1,3-프로판디일에스테르 · 네오펜틸글리콜디아크릴레이트 · 2,2-다이메틸트라이메틸렌 아크릴레이트 · NPGDA · sr247 · LM255
식별자 및 물리적 특성
| CAS No. | 2223-82-7 |
|---|---|
| 분자식 | C11H16O4 |
| 평균 분자량 | 212.24 g/mol |
| 단동위원소 질량 | 212.10485899 g/mol |
| SMILES | C=CC(=O)OCC(C)(C)COC(=O)C=C |
| InChIKey | MXFQRSUWYYSPOC-UHFFFAOYSA-N |
| PubChem CID | 16680 |
| EC No. | 218-741-5 |
| DTXSID | DTXSID0051869 |
| 현지명 | 네오펜틸글리콜 디아크릴레이트 |
화학 및 물리적 성질
| XLogP | 2.4 |
|---|---|
| 극성 표면적 | 52.6 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 8 |
| 무거운 원자 수 | 15 |
| 형식 전하 | 0 |
| 복잡도 | 240 |
| Polymers | Plastics & Rubber -> (Meth)acrylates |
| LogP(분배 계수) | 2.5 |
| 밀도 | 1.031 g/cu cm at 25 °CRelative density (water = 1): 1.01.031 g/mL at 25 °C (lit.) |
| Color/Form | Colorless liquid |
| 용해도 | Solubility in water: poorSoluble in ether, alcohol |
| 인화점 | 115 °C115 °C c.c.>230 °F |
| 끓는 점 | at 0.13kPa: 96 °C96°C/0.8mmHg(lit.) |
| Decomposition | When heated to decomposition it emits acrid smoke and irritating fumes. |
| 녹는점 | 6 °C6°C(lit.) |
| 증기 밀도 | 7.3 (Air = 1)Relative vapor density (air = 1): 7.3 |
| 증기압 | 0.03 mm Hg at 20 °CVapor pressure, Pa at 20 °C: 4 |
| 굴절률 | Index of Refraction = 1.4542 at 25 °Cn20/D 1.453(lit.) |
| 저장 조건 | Store at room temperature |
| 용해도 | 물에 거의 녹지 않음 |
| 물리적 상태 | 투명한 액체 |
| 색상 | 무색 내지 거의 무색 |
| 헨리 상수 | 2.7×101 mol/(m3Pa) at 25℃, HSDB (2015) |
| InChI | InChI=1S/C11H16O4/c1-5-9(12)14-7-11(3,4)8-15-10(13)6-2/h5-6H,1-2,7-8H2,3-4H3 |
| InChIKey | MXFQRSUWYYSPOC-UHFFFAOYSA-N |
| SMILES | C(OC(=O)C=C)C(C)(C)COC(=O)C=C |
| EPA | Neopentyl glycol diacrylate (2223-82-7) |
안전 및 규제
| GHS 분류 | DangerH311: Toxic in contact with skin [Danger Acute toxicity, dermal]P261, P262, P264, P264+P265, P270, P272, P280, P302+P352, P305+P351+P338, P316, P321, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)H310 (26.9%): Fatal in contact with skin [Danger Acute toxicity, dermal] |
|---|---|
| 규제 정보 | Chemical: 2-Propenoic acid, 2,2-dimethyl-1,3-propanediyl ester2-Propenoic acid, 1,1'-(2,2-dimethyl-1,3-propanediyl) ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 1,1'-(2,2-dimethyl-1,3-propanediyl) ester 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)Neopentylglycol diacrylate: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 위험 | Combustible. |
| 유해성 요약 | May polymerizeA skin, eye, and respiratory tract irritantMay cause skin sensitizationCan be absorbed through skin[ICSC] An irritantMay cause serious eye injury[MSDSonline] See ACRYLIC RESINS (MONOMERS). |
| EC 분류 | Symbol: TR: 24-36/38-43S: (1/2)-28-39-45Note: D |
| Chemical Dangers | The substance may polymerize. |
| Physical Dangers | Vapours are uninhibited and may polymerize in vents or flame arresters, causing blockage. |
| Hazard Classes and Categories | Acute Tox. 2 (26.9%)Acute toxicity - category 3Acute Tox. 3 * |
| Skin, Eye, and Respiratory Irritations | The lower-molecular-wt esters of acrylic acids are irritants to skin, eyes and mucous membranes. /Acrylic acid esters/ |
| 소화 | Use water spray, powder, alcohol-resistant foam, carbon dioxide. |
| 응급 조치 | Fresh air, rest. Refer 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. Give one or two glasses of water to drink. Refer for medical attention . |
| 안전 보관 | Cool. Store only if stabilized. |
| 보관 조건 | The effectiveness of phenolic inhibitors is dependent on the presence of oxygen and the monomers must be stored under air rather than an inert atmosphere. Temp must be kept low to minimize formation of peroxides and other products. ... The acrylic esters may be stored in mild or stainless steel, or aluminum. /Acrylic acid & derivatives/ |
| 처리 방법 | 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 qualitypotential migration in soil or watereffects on animal and plant lifeand conformance with environmental and public health regulations. |
| 누출 처리 | Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Personal protection: chemical protection suit. |
| Preventive Measures | SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/ |
| Eye Prevention | Wear safety spectacles, face shield or eye protection in combination with breathing protection. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C. |
| Skin Prevention | Protective gloves. Protective clothing. |
| Exposure Prevention | STRICT HYGIENE! |
| 환경 거동 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that 2,2-dimethyltrimethylene acrylate is expected to have very high mobility in soil(SRC). Volatilization of 2,2-dimethyltrimethylene acrylate from moist soil surfaces may occur(SRC) given an estimated Henry's Law constant of 3.6X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Although 2,2-dimethyltrimethylene acrylate has a vapor pressure of 0.03 mm Hg at 20 °C(3), the compound is a liquid at room temperatures and presents a vapor and inhalation exposure in spill or occupational handling scenarios(3). By analogy to other acrylates (ethyl acrylate, butyl acrylate and hydroxypropyl acrylate) that have been shown to biodegrade readily via the Japanese MITI test (52-61% theoretical BOD in 2 weeks or 83% in 4 weeks)(4), 2,2-dimethyltrimethylene acrylate may also biodegrade readily(SRC). [AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that 2,2-dimethyltrimethylene acrylate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected to be slow(3) based upon an estimated Henry's Law constant of 3.6X10-7 atm-cu m/mole at 25 °C(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 148 days and 1080 days, respectively(SRC). A base-catalyzed second-order hydrolysis rate constant of 0.016 L/mole-sec(SRC) can be estimated using a structure estimation method(4) which corresponds to half-lives of 13.6 and 1.36 years at pH values of 7 and 8, respectively(SRC). According to a classification scheme(5), an estimated BCF of 20(SRC), from an estimated log Kow of 2,48(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). By analogy to other acrylates (ethyl acrylate, butyl acrylate and hydroxypropyl acrylate) that have been shown to biodegrade readily via the Japanese MITI test (52-61% theoretical BOD in 2 weeks or 83% in 4 weeks)(6), 2,2-dimethyltrimethylene acrylate may also biodegrade readily(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,2-dimethyltrimethylene acrylate, which has a vapor pressure of 0.03 mm Hg at 20 °C(2)), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,2-dimethyltrimethylene acrylate 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 17 hours(SRC), calculated from its rate constant of 2.24X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Vapor-phase 2,2-dimethyltrimethylene acrylate is also degraded in the atmosphere by reaction with ozone(SRC) |
| 유해 작용 | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| 노출 경로 | The substance can be absorbed into the body by inhalation and through the skin. |
| Signs and Symptoms | Cough. Sore throat.MAY BE ABSORBED! Redness.Redness. Pain.Abdominal pain. Vomiting. |
| Ongoing Test Status | The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2,2-dimethyltrimethylene acrylate can be estimated to be 40(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,2-dimethyltrimethylene acrylate is expected to have very high mobility in soil. |
| TSCA Test Submissions | Chronic toxicity and oncogenicity were evaluated in groups of male C3H/HeJ (40/group) mice exposed to neopentyl glycol diacrylate via skin painting on clipped skin of the back at an average dose level of 0.005 g/mouse/application (as a 60% w/v dilution in acetone) 3 times/week over their lifespan. Neoplastic skin lesions were observed in 8 mice, 5 of which were squamous cell papillomas and 3 were squamous cell carcinomas (1 squamous cell carcinoma in the solvent-control). The benign tumor and malignant tumor indices were 40% and 15%, respectively. The median latent period for both benign tumors and malignant tumors was > 23 months. Treated and control mice had a high incidence (65% and 50%, respectively) of nephritis (necropurulent nephritis due to bacterial infection and chronic nephritis, a sequela of aging). The number of treated and control mice alive at 18/24 months were 14/0 and 13/5, respectively.The ability of neopentyl glycol diacrylate (NGD) to induce mutation at the HGPRT gene locus in Chinese Hamster Ovary (CHO) cells in vitro was evaluated in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Based on preliminary toxicity determinations, NGD was tested for mutagenicity at 5 concentrations ranging from 0.125-2.0x10(-5)% (v/v) using the plate incorporation method, with cell survival ranging from 42-57% without activation and from 46-79% with activation. There were no significant differences between treated and control cultures with respect to mutation frequencies at any of the concentrations tested, either with or without activation.The ability of neopentyl glycol diacrylate (NGD) to induce Sister Chromatid Exchange (SCE) in Chinese hamster ovary (CHO) cells was evaluated both in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Based on preliminary toxicity tests, NGD, diluted with DMSO, was tested at 5 concentrations ranging from 2.0x10(-5)% to 0.125x10(-5)% (v/v) without activation and at 5 concentrations ranging from 100x10(-5)% to 6.25x(10-5)% with activation. Fifteen cells were examined per dose level. None of the concentrations tested induced a statistically significant increase in the frequency of SCE relative to controls, either with or without metabolic activation.The ability of neopentyl glycol diacrylate (NGD) to induce unscheduled DNA synthesis in liver cells from Hilltop-Wistar albino rats was evaluated. Based on preliminary toxicity tests, NGD, diluted with DMSO, was tested at concentrations ranging from 0.1x10(-5)% to 100x10(-5)% (v/v). DNA synthesis was measured by the amount of tritiated thymidine incorporated into the DNA of treated cells vs control cells. None of the tested concentrations induced statistically significant increases in unscheduled DNA synthesis over the solvent control. |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ The toxicity of the acrylates decreases with increasing molecular weight. ... Human signs & symptoms following ingestion of acrylic monomers include collapse, severe respiration difficulties, and CNS stimulation. Inhalation of higher concentrations may cause marked irritation, salivation, conjunctival irritation, and pronounced pulmonary irritation or edema. Prolonged skin or eye contact may result in severe tissue damage. The pathology from single exposure is contrary to repeated exposure effects, which include pulmonary congestion or hemorrhage and cloudy swelling of liver and kidney. /Acrylates/ |
| Artificial Pollution Sources | 2,2-Dimethyltrimethylene acrylate's production and use as a monomer in the production of UV-curable polymers, resins, coatings and inks(1) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | AEROBIC: Acrylates such as acrylate, butyl acrylate and hydroxypropyl acrylate have been shown to biodegrade readily in Japanese MITI tests(1)these acrylates, present at 100 mg/L, reached 52-61% of their theoretical BOD in 2 weeks (or 83% in 4 weeks) using an activated sludge inoculum at 30 mg/L in the Japanese MITI test(1). By analogy, 2,2-dimethyltrimethylene acrylate may also biodegrade readily(SRC). |
| Environmental Bioconcentration | An estimated BCF of 20 was calculated in fish for 2,2-dimethyltrimethylene acrylate(SRC), using an estimated log Kow of 2.48(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC). |
| Volatilization from Water/Soil | The Henry's Law constant for 2,2-dimethyltrimethylene acrylate is estimated as 3.6X10-7 atm-cu m/mole at 25 °C(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,2-dimethyltrimethylene acrylate is expected to volatilize slowly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 148 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 1080 days(SRC). 2,2-Dimethyltrimethylene acrylate's Henry's Law constant indicates that volatilization from moist soil surfaces may occur slowly(SRC). Although 2,2-dimethyltrimethylene acrylate has a vapor pressure of 0.03 mm Hg at 20 °C(3), the compound is a liquid at room temperatures and presents a vapor and inhalation exposure in spill or occupational handling scenarios(3). |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | AS8925000 |
| 운송 번호(UN) | UN 2810 6.1/PG 2 |
| 독성 | rabbit,LD50,skin,180uL/kg (0.18mL/kg),LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMABLOOD: HEMORRHAGESKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE",National Technical Information Service. Vol. OTS0537547, |
| 관세 코드 | 29159000 |
| 위험 문구(R) | 24-36/38-43 |
| 위험 표시 | T |
| 안전 문구(S) | 28-39-45 |
| 포장분류 | III |
| 위험 등급 | 6.1(b)Acute Tox. 3 DermalEye Irrit. 2Skin Irrit. 2Skin Sens. 1 |
| 기존화학 물질 | KE-29496 |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| 유해 물질 데이터 | 2223-82-7(Hazardous Substances Data) |
용도
용도
Neopentyl glycol diacrylate has the characteristics of strong dilution, good abrasion resistance and scribing resistance, and can be used as active diluent for radiation curing coatings, inks, adhesives and photopolymeric resin printing plates.