메틸메타크릴레이트

메틸메타크릴레이트
메틸메타크릴레이트 구조식 이미지
카스 번호:
80-62-6
한글명:
메틸메타크릴레이트
동의어(한글):
메타크릴산메틸;2-메틸프로펜오익산,메틸에스테르;메타크릴산메틸에스테르;메타크릴산,메틸에스테르;메틸2-메틸아크릴레이트;메틸메타크릴레이트단량체;메틸메타크릴레이트,억제된;2-(메톡시카르보닐)-1-프로펜;2-메틸-2-프로펜오익산메틸에스테르;메틸2-메틸프로펜오에이트;메틸메틸아크릴산;메틸메타크릴레이트;메틸 메타크릴에이트
상품명:
Methyl methacrylate
동의어(영문):
MMA;Mme;Methylmetacrylate;Methyl methylacrylate;Methyl 2-methylacrylate;METHYL 2-METHYL-2-PROPENOATE;METHYL METACRYLAT;Methyl-methacrylat;2-METHYLACRYLIC ACID METHYL ESTER;2-Methyl-2-propenoic acid methyl ester
CBNumber:
CB8854425
분자식:
C5H8O2
포뮬러 무게:
100.12
MOL 파일:
80-62-6.mol
MSDS 파일:
SDS

메틸메타크릴레이트 속성

녹는점
-48 °C (lit.)
끓는 점
100 °C (lit.)
밀도
0.936 g/mL at 25 °C (lit.)
증기 밀도
3.5 (vs air)
증기압
29 mm Hg ( 20 °C)
FEMA
4002 | METHYL 2-METHYL-2-PROPENOATE
굴절률
n20/D 1.414(lit.)
인화점
50 °F
저장 조건
2-8°C
용해도
15g/L
물리적 상태
결정질 분말 또는 결정
색상
흰색에서 연한 노란색
냄새
디프로필렌 글리콜 중 0.10%. 아크릴 방향족 과일향
?? ??
아크릴레이트
폭발한계
2.1-12.5%(V)
Odor Threshold
0.21ppm
수용성
15.9g/L(20℃)
Merck
14,5941
JECFA Number
1834
BRN
605459
Henry's Law Constant
2.46 x 10-4 atm?m3/mol at 20 °C (approximate - calculated from water solubility and vapor pressure)
노출 한도
NIOSH REL: TWA 100 ppm (410 mg/m3), IDLH 1,000 ppm; OSHA PEL: TWA 100 ppm; ACGIH TLV: TWA 100 ppm with intended TWA and STEL values of 50 and 100 ppm, respectively.
Dielectric constant
2.9(20℃)
안정성
휘발성 물질
InChIKey
VVQNEPGJFQJSBK-UHFFFAOYSA-N
LogP
1.38 at 20℃
CAS 데이터베이스
80-62-6(CAS DataBase Reference)
IARC
3 (Vol. Sup 7, 60) 1994
NIST
2-Propenoic acid, 2-methyl-, methyl ester(80-62-6)
EPA
Methyl methacrylate (80-62-6)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,Xi,T
위험 카페고리 넘버 11-37/38-43-39/23/24/25-23/24/25
안전지침서 24-37-46-45-36/37-16-7
유엔번호(UN No.) UN 1247 3/PG 2
WGK 독일 1
RTECS 번호 OZ5075000
자연 발화 온도 815 °F
TSCA Yes
위험 등급 3
포장분류 II
HS 번호 29161410
유해 물질 데이터 80-62-6(Hazardous Substances Data)
독성 The acute toxicity of methyl methacrylate is low. Irritation of the skin, eye, and nasal cavity has been observed in rodents and rabbits exposed to relatively high concentrations of methyl methacrylate. The chemical is a mild skin sensitizer in animals. The effect observed most frequently at lowest concentration after repeated inhalation exposure to methyl methacrylate is irritation of the nasal cavity. Effects on the kidney and liver at higher concentrations have also been reported.
IDLA 1,000 ppm
기존화학 물질 KE-25050
그림문자(GHS): GHS hazard pictogramsGHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 GHS hazard pictograms P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H317 알레르기성 피부 반응을 일으킬 수 있음 피부 과민성 물질 구분 1 경고 GHS hazard pictograms P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P233 용기를 단단히 밀폐하시오. 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 보관하시오.
P240 용기와 수용설비를 접지 및 접합시키시오.
P241 폭발 방지용 장비[전기적/환기/조명/...]을(를) 사용하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P303+P361+P353 피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.
NFPA 704
3
2 2

메틸메타크릴레이트 MSDS


MMA

메틸메타크릴레이트 C화학적 특성, 용도, 생산

용도

주요 용도는 polymethyl methacrylate acrylic plastics (PMMA)의 제조입니다. 메틸 메타 크릴 레이트 (MMA)는 PVC 용 개질제로 사용되는 공중 합체 메틸 메타 크릴 레이트 - 부타디엔 - 스티렌 (MBS)의 생산에도 사용됩니다. 또 다른 응용 분야는 전체 무릎 보충뿐만 아니라 총 고관절 보충에도 사용되는 시멘트입니다.

용도

PMMA(Poly Methyl Methacrylate) 원료, 인조 대리석, 페인트, 접착제

안전성

(1) 옥외 또는 격리된 건물에 보관할 것.
(2) 인화성 액체와 함께 저장할 것.
(3) 열, 스파크 및 기타 점화원을 피할 것.
(4) 혼합금지 물질과 분리할 것
(5) 밀폐된 용기에 보관할 것
(6) 혼합금지 물질과 분리할 것.

개요

Methyl methacrylate is an organic compound with the formula CH2=C(CH3)COOCH3. This colourless liquid, the methyl ester of methacrylic acid (MAA) is a monomer produced on a large scale for the production of poly(methyl methacrylate) (PMMA).

화학적 성질

Methyl methacrylate is a methyl ester of methacrylic acid. It is a colourless, volatile liquid with an acrid fruity odour. It has a relatively high vapour pressure (4 kPa at 20°C), moderate water solubility (15.8 g/litre), and a low log octanol/water partition coefficient (Kow = 1.38) . Methyl methacrylate is typically 99.9% pure and contains small amounts of inhibitor to retard polymerization.

물리적 성질

Clear, colorless liquid with a penetrating, fruity odor. An experimentally determined odor threshold concentration of 210 ppbv was reported by Leonardos et al. (1969). Experimentally determined detection and recognition odor threshold concentrations were 200 μg/m3 (49 ppbv) and 1.4 mg/m3 (340 ppbv), respectively (Hellman and Small, 1974).

용도

The principal application, consuming approximately 80% of the MMA, is the manufacture of poly methyl methacrylate acrylic plastics (PMMA). Methyl methacrylate is also used for the production of the co-polymer methyl methacrylate-butadiene-styrene (MBS), used as a modifier for PVC. Another application is as cement used in total hip replacements as well as total knee replacements. Used as the "grout" by orthopedic surgeons to make the bone inserts fix into bone, it greatly reduces post-operative pain from the insertions but has a finite lifespan. Typically the lifespan of methyl methacrylate as bone cement is 20 years before revision surgery is required. Cemented implants are usually only done in elderly populations that require more immediate short term replacements. In younger populations, cementless implants are used because their lifespan is considerably longer. Also used in fracture repair in small exotic animal species using internal fixation.

생산 방법

The compound is manufactured by several methods, the principal one being the acetone cyanohydrin (ACH) route, using acetone and hydrogen cyanide as raw materials. The intermediate cyanohydrin is converted with sulfuric acid to a sulfate ester of the methacrylamide, methanolysis of which gives ammonium bisulfate and MMA. Although widely used, the ACH route coproduces substantial amounts of ammonium sulfate. Some producers start with an isobutylene or, equivalently, tert-butanol, which is sequentially oxidized first to methacrolein and then to methacrylic acid, which is then esterified with methanol. Propene can be carbonylated in the presence of acids to iso butyric acid, which undergoes subsequent dehydrogenation . The combined technologies afford more than 3 billion kilograms per year. MMA can also be prepared from methyl propionate and formaldehyde.

제조 방법

Prepared by the esterification of methacrylamide sulfate with methanol.

정의

ChEBI: Methyl methacrylate is an enoate ester having methacrylic acid as the carboxylic acid component and methanol as the alcohol component. It has a role as an allergen and a polymerisation monomer. It is an enoate ester and a methyl ester. It is functionally related to a methacrylic acid.

일반 설명

A clear colorless liquid. Slightly soluble in water and floats on water. Vapors heavier than air. Vapors irritate the eyes and respiratory system. Containers must be heavily insulated or shipped under refrigeration. An inhibitor such as hydroquinone, hydroquinone methyl ester and dimethyl t-butylphenol is added to keep the chemical from initiating polymerization. The chemical may polymerize exothermically if heated or contaminated with strong acid or base. If the polymerization takes place inside a container, the container may rupture violently. Used to make plastics.

공기와 물의 반응

Highly flammable. Very slightly soluble in water.

반응 프로필

Methyl methacrylate, may polymerize if contaminated or subjected to heat. If polymerization takes place in a container, the container is subject to violent rupture. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979. p.151-154, 164]. Peroxides may also initiate exothermic polymierization of the bulk material [Bretherick 1979. p. 160]. Benzoyl peroxide was weighed into a beaker that had previously been rinsed with methyl methacrylate. The peroxide catalyzed polymerization of the methyl methacrylate and the build-up of heat ignited the remaining peroxide [MCA Case History 996. 1964].

위험도

Flammable, dangerous fire risk, explosivelimits in air 2.1–12.5%. Eye and upper respiratorytract irritant, body weight effects, and pulmonaryedema. Questionable carcinogen.

건강위험

  1. Methyl methacrylate may cause slight eye irritation or moderate skin irritation. It is considered a skin sensitizer; allergic reactions may result from contact. Inhalation of vapor or mist can cause irritation of the nose, throat, and lungs and can be fatal in high concentrations. Prolonged or repeated overexposure has been reported to affect the kidneys, liver, gastrointestinal tract, nervous system and lung.
  2. Methyl methacrylate is moderately toxic to aquatic organisms on an acute basis. The bioconcentration potential (tendency to accumulate in the food chain) is low. If released to surface water, methyl methacrylate will readily biodegrade. A portion may evaporate to the air. It will not persist in the environment.
  3. Irritation of eyes, nose, and throat. Nausea and vomiting. Liquid may cause skin irritation.

화재위험

Behavior in Fire: Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. Containers may explode in fire or when heated because of polymerization.

공업 용도

Initiators for methyl methacrylate polymerization include AIBN, dilauroyl peroxide (LPO), and 2,2'-Azobis[2-(2-imidazolin-2- yl)propane].

Safety Profile

Moderately toxic by inhalation and intraperitoneal routes. Mildly toxic by ingestion. Human systemic effects by inhalation: sleep effects, excitement, anorexia, and blood pressure decrease. Experimental teratogenic and reproductive effects. Mutation data reported. A skin and eye irritant. Questionable carcinogen with experimental tumorigenic data. A common air contaminant. A very dangerous fire hazard when exposed to heat or flame; can react with oxidizing materials. Explosive in the form of vapor when exposed to heat or flame. The monomer may undergo spontaneous, explosive polymerization. Reacts in air to form a heat-sensitive explosive product (explodes on evaporation at 6OOC). May ignite on contact with benzoyl peroxide. Potentially violent reaction with the polymerization initiators azoisobutyronitrile, dibenzoyl peroxide, di-tert-butyl peroxide, propionaldehyde. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

잠재적 노출

Virtually all of the methyl methacrylate monomer produced is used in the production of polymers, such as surface coating resins; plastics (Plexiglas and Lucite); ion exchange resins; and plastic dentures.

Carcinogenicity

In several lifetime animal studies, there was no evidence that methyl methacrylate is carcinogenic.

환경귀착

Chemical/Physical. Polymerizes easily (Windholz et al., 1983). Methyl methacrylate undergoes nucleophilic attack by OH ions in water (hydrolysis) resulting in the formation of methacrylic acid and methanol (Kollig, 1993). Hydrolysis occurs at a rate of 171/M?h at 25 °C (Sharma and Sharma, 1970). No measurable hydrolysis was observed at 85.0 °C (pH 7) and 25 °C (pH 7.07). Hydrolysis half-lives of 9 and 134 min were observed at 66.0 °C (pH 9.86) and 25.0 °C (pH 11.3), respectively (Ellington et al., 1987).

저장

Methyl methacrylate is a reactive chemical that must be stored and handled with care. It is stable under recommended storage conditions. Heat can cause polymerization. Inhibitor is added to methyl methacrylate monomer to prevent polymerization. For the inhibitor to be effective, the oxygen concentration in the vapor space must be at least 5%. Store material in containers made of stainless steel, carbon steel, glass, or aluminum. Avoid contact with acids, bases, oxidizing agents, reducing agents, UV light (ultraviolet light, which is found in sunlight), free-radical initiators, and organic peroxides.

운송 방법

UN1247 Methyl methacrylate monomer, stabilized, Hazard Class: 3; Labels: 3-Flammable liquid.

Purification Methods

Wash the ester twice with aqueous 5% NaOH (to remove inhibitors such as hydroquinone) and twice with water. Dry it with CaCl2, Na2CO3, Na2SO4 or MgSO4, then with CaH2 under nitrogen under reduced pressure. The distillate is stored at low temperatures and redistilled before use. Prior to distilling, inhibitors such as hydroquinone (0,004%), .-naphthylamine (0.2%) or di--naphthol are sometimes added. Also purify it by boiling with aqueous H3PO4 solution and finally with saturated NaCl solution. It is dried for 24hours over anhydrous CaSO4, distilled at 0.1mm Hg at room temperature and stored at -30o [Albeck et al. J Chem Soc, Faraday Trans 1 1 1488 1978]. [Beilstein 2 II 398, 2 III 1279, 2 IV 1519.]

비 호환성

Vapor may form explosive mixture with air. Reacts in air to form a heat-sensitive explosive product @ 60C. Incompatible with nitrates, oxidizers, peroxides, strong acids; strong alkalis; oxidizers, reducing agents; amines, moisture. Contact with benzoyl peroxide may cause ignition, fire and explosion. May polymerize if subjected to heat, polymerization catalysts e. g., azoisobutyronitrile, dibenzoyl peroxide; di-tert-butyl peroxide, propionaldehyde); strong oxidizers; or ultraviolet light. May contain an inhibitor, such as hydroquinone.

폐기물 처리

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. Incineration may be allowed.

메틸메타크릴레이트 준비 용품 및 원자재

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