아크릴로일 모폴린

한글명:아크릴로일 모폴린

카스 번호5117-12-4

상품명:4-Acryloylmorpholine

CBNumberCB3229639

분자식C7H11NO2

포뮬러 무게141.17

MOL 파일5117-12-4.mol

동의어(한글)

아크릴로일모폴린

아크릴로일몰포린

1-(4-모폴리닐)-2-프로펜-1-온

화학적 성질

녹는점	−35 °C(lit.)
끓는 점	158°C 50mm
밀도	1.122 g/mL at 25 °C(lit.)
증기압	1.03-1.64Pa at 25-29.9℃
굴절률	n20/D 1.512(lit.)
인화점	>230 °F
저장 조건	2-8°C
용해도	물에 용해됨
산도 계수 (pKa)	-1.08±0.20(Predicted)
물리적 상태	액체
색상	무색~황색
수용성	1000g/L at 20℃
감도	Light Sensitive
BRN	119302
InChIKey	XLPJNCYCZORXHG-UHFFFAOYSA-N
LogP	-0.46 at 20.5-21℃
CAS 데이터베이스	5117-12-4(CAS DataBase Reference)
NIST	N-acryloylmorpholine(5117-12-4)
EPA	Morpholine, 4-(1-oxo-2-propenyl)- (5117-12-4)

위험 및 안전 성명

위험품 표기

위험 카페고리 넘버

22-41-43-48/22

안전지침서

23-26-36/37/39

WGK 독일

TSCA

Yes

HS 번호

29349990

NFPA 704:

	1
2		0

그림문자(GHS)

아크릴로일 모폴린 화학적 특성, 용도, 생산

용도
접착제, 자외선 경화 수지, 산업용 코팅, UV 인쇄 잉크, 오일 회수 폴리머, 의약 및 필수 화학 물질에 사용됩니다.
개요
4-Acryloylmorpholine (4-AM) is a water-soluble monomer, an acrylamide derivative containing a heterocyclic tetrahydrooxazine substituent. Homo- and copolymers of 4-АМ have several valuable properties. They are soluble both in water and in many organic solvents such as alcohols, chloroform, tetrahydrofuran, and dioxane, are non-toxic, and are used for solid-phase synthesis of peptides in chromatography, as materials for composite semipermeable membranes, in catalysis, and for biomedical purposes. Various functional groups are introduced into poly-4-AM to expand its application fields. Random copolymers of 4-АМ with carboxylic acids (acrylic, 4-pentenoic, undecenoic, 2-acrylamido-2-methyl-1-propanesulfonic), behaving as anionic polyelectrolytes, and copolymers with N-hydroxysuccinimide ester of acrylic acid, acting as polymeric carriers, have been synthesized[2-3].
화학적 성질
4-Acryloylmorpholine has a melting point of ?35 °C and is clear liquid at room temperature. At 25 °C, it has a density of 1.122 g/mL. It needs to be stored at 2-8°C.
용도
4-Acryloylmorpholine is used in adhesives, UV curable resins, industrial coatings, UV printing ink, oil recovery polymer, medicinal and commodity chemicals.
화학 반응
Using cobalt catalysis, diethylzinc promotes the conjugate reduction of 4-acryloylmorpholine to produce the corresponding ethylzinc enolate, which reacts with N-tosyl aldimines to afford β-aminoamides^[1].
Synthesis
A solution of 0.04 mol of the corresponding amine in 20 ml of anhydrous methylene chloride was slowly added at 0-5??C to 0.02 mol of acryloyl chloride in 20 ml of anhydrous methylene chloride. The mixture was stirred for 3 h at room temperature in an inert atmosphere, and the precipitate was filtered off and washed with methylene chloride (2 ?á 10 ml). The organic layer was washed in succession with 5 ml of water and 5 ml of a saturated solution of NaHCO3 and dried over Na2SO4, the solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel using hexane-ethyl acetate (5 : 1 to 1 : 1) as eluent. 4-Acryloylmorpholine, Yield 1.78 g (63%). IR spectrum, |í, cm-1: 2857, 1647, 1612, 1439, 1263, 1238, 1115, 1038, 953. 1H NMR spectrum, |?, ppm: 3.51-3.73 m (8H, NCH2CH2O), 5.72 d.d (1H, 3-Hcis, 3J = 10.6, 2J = 1.9 Hz), 6.29 d.d (1H, 3-Htrans, 3J = 16.7, 2J = 1.9 Hz), 6.57 d.d (1H, 2-H, J = 16.7, 10.6 Hz). 13C NMR spectrum, |?C, ppm: 41.74 and 45.66 (CH2N), 66.22 (CH2O), 126.64 (C2), 127.69 (C3), 164.92 (C1). Mass spectrum, m/z (Irel, %): 141 (36) [M]+, 140 (12), 126 (58), 112 (22), 111 (15), 110 (15), 109 (12), 98 (10), 96 (26), 86 (72), 83 (13), 70 (14), 68 (14), 57 (17), 56 (86), 55 (100), 42 (23).Fig. The synthetic method 2 of 4-Acryloylmorpholine

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