1,3-프로판디올

1,3-프로판디올
1,3-프로판디올 구조식 이미지
카스 번호:
504-63-2
한글명:
1,3-프로판디올
동의어(한글):
1,3-프로판디올;트라이메틸렌글라이콜;프로판다이올;트라이메틸렌 글라이콜
상품명:
1,3-Propanediol
동의어(영문):
PDO;PROPANE-1,3-DIOL;1,3-PROPANDIOL;TRIMETHYLENE GLYCOL;1,3-PROPYLENE GLYCOL;PROPAN-1,3-DIOL;Dihydroxypropane;1,3-PROPANEDIOL FOR SYNTHESIS;1.3-PDO;nsc65426
CBNumber:
CB5853689
분자식:
C3H8O2
포뮬러 무게:
76.09
MOL 파일:
504-63-2.mol
MSDS 파일:
SDS

1,3-프로판디올 속성

녹는점
-27 °C (lit.)
끓는 점
214 °C/760 mmHg (lit.)
밀도
1.053 g/mL at 25 °C (lit.)
증기압
0.8 mm Hg ( 20 °C)
굴절률
n20/D 1.440(lit.)
FEMA
4753 | 1,3-PROPANEDIOL
인화점
>230 °F
저장 조건
Store below +30°C.
용해도
H2O: 용해성
산도 계수 (pKa)
14.46±0.10(Predicted)
물리적 상태
기름진 액체
색상
투명한
수소이온지수(pH)
4.5-7.0 (100g/l, H2O, 20℃)
폭발한계
2.5%(V)
수용성
100g/L
Merck
14,9714
BRN
969155
Dielectric constant
35.0(20℃)
InChIKey
YPFDHNVEDLHUCE-UHFFFAOYSA-N
LogP
-0.71 at 20℃
CAS 데이터베이스
504-63-2(CAS DataBase Reference)
NIST
1,3-Propanediol(504-63-2)
EPA
1,3-Propanediol (504-63-2)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 38
안전지침서 23-24/25
WGK 독일 1
RTECS 번호 TY2010000
자연 발화 온도 405 °C
TSCA Yes
HS 번호 29053980
유해 물질 데이터 504-63-2(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 15670 mg/kg LD50 dermal Rabbit > 20000 mg/kg
기존화학 물질 KE-29268
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H227 가연성 액체 인화성 액체 구분 4 경고 P210, P280, 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
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
P332+P313 피부 자극이 생기면 의학적인 조치· 조언을 구하시오.
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.
P403+P235 환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.
NFPA 704
0

1,3-프로판디올 MSDS


1,3-Propanediol

1,3-프로판디올 C화학적 특성, 용도, 생산

화학적 성질

1,3-Propanediol, an isomer of propylene glycol, is a viscous, colorless, odorless, hygroscopic liquid that has a brackish irritating taste. miscible with various solvents such as water, ethanol, acetone, chloroform (chloroform) and ether, and is insoluble in benzene. Combustible.

용도

As a diol, 1,3-propanediol is subject to many of the same polymeric applications as other low molecular mass diols (e.g., ethylene glycol, propylene glycol, and 1,4-butanediol). However, its relatively high price limits its use to applications requiring very specific performance characteristics. It is a raw-material source for 1,3-dioxanes. 1,3-Propanediol-bis(4-aminobenzoate) can be used as a chain extender in polyurethane elastomers. This bisbenzoate, which can also be synthesized from 1,3-dichloro-propane, finds other applications as a cross-linking agent in epoxy formulations and as a rubber additive.

정의

ChEBI: Propane-1,3-diol is the simplest member of the class of propane-1,3-diols, consisting of propane in which one hydrogen from each methyl group is substituted by a hydroxy group. A colourless, viscous, water-miscible liquid with a high (210℃) boiling point, it is used in the synthesis of certain polymers and as a solvent and antifreeze. It has a role as a protic solvent and a metabolite.

주요 응용

In adipate polyesters with other diols these diols are partly substituted by 1,3-propanediol (PDO) to break crystallinity in order to obtain liquid polyester polyols. In polyesters for powder coatings PDO improves the flexibility but lowers the glass transition temperature somewhat. PDO finds also uses in cosmetics and personal care products, engine coolants, and solvents for ink-jet and screen inks.

주요 응용

1,3-Propanediol is prepared as a by-product in the manufacture of glycerin by the saponification of fat. It is used to lower the freezing point of water and as a chemical intermediate. Industrial exposure is limited. It is also used to Solvent for thin film preparations, Vinyl epoxide synthon and reagent for epoxide ring-opening and polymerization reactions, Reagent for natural product syntheses.
A new large market for 1,3-propanediol will be in polyester coatings and in the production of poly(trimethylene terephthalate), a new material for the production of high quality carpet fibers.

Biosynthesis

1,3-Propanediol (1,3-PDO) can be produced by fermentation from glycerol, with different strains such as Klebsiella pneumoniae, Clostridium butyricum, Clostridium pasteurianum, and Citrobacter freundii. Drawbacks of industrial fermentation using these strains are strong inhibition of 1,3-PDO production and by-products during fermentation.

Synthesis

1,3-Propanediol is produced commercially by Degussa starting from acrolein.
CH2CHCHO + H2O → HOHCH2CH2CHO
HOHCH2CH2CHO + H2 → HOHCH2CH2CH2OH
The addition of water under mild acidic conditions gives 3-hydroxypropionaldehyde with high selectivity. Preferentially buffer solutions with a pH 4-5 or weak acidic ion exchange resins are used as catalysts. Further hydrogenation of this aqueous solutions gives 1,3-propanediol. There is an alternative route via hydroformylation of ethylene oxide and subsequent hydrogenation of the intermediate 3-hydroxypropionaldehyde.

Purification Methods

Dry this diol with K2CO3 and distil it under reduced pressure. More extensive purification involves conversion with benzaldehyde to 2-phenyl-1,3-dioxane (m 47-48o) which is subsequently decomposed by shaking with 0.5M HCl (3mL/g) for 15minutes and standing overnight at room temperature. After neutralisation with K2CO3, the benzaldehyde is removed by steam distillation and the diol is recovered from the remaining aqueous solution by continuous extraction with CHCl3 for 1day. The extract is dried with K2CO3, the CHCl3 is evaporated and the diol is distilled. [Foster et al. Tetrahedron 6 177 1961, Beilstein 1 IV 2493.]

1,3-프로판디올 준비 용품 및 원자재

원자재

준비 용품


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