Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate Chemical Properties

Melting point:

82-85 °C(lit.)

Boiling point:

499.8±45.0 °C(Predicted)

Density 

1.01±0.1 g/cm3(Predicted)

vapor pressure 

0Pa at 20℃

Flash point:

421 °F

storage temp. 

2-30°C

solubility 

acetone: 19 % (w/w) at 20 °C

pka

10.49±0.10(Predicted)

form 

powder to crystal

color 

White to Almost white

Water Solubility 

18.8mg/L at 23℃

InChI

InChI=1S/C28H52N2O4/c1-25(2)17-21(18-26(3,4)29-25)33-23(31)15-13-11-9-10-12-14-16-24(32)34-22-19-27(5,6)30-28(7,8)20-22/h21-22,29-30H,9-20H2,1-8H3

InChIKey

XITRBUPOXXBIJN-UHFFFAOYSA-N

SMILES

C(OC1CC(C)(C)NC(C)(C)C1)(=O)CCCCCCCCC(OC1CC(C)(C)NC(C)(C)C1)=O

LogP

0.35 at 25℃

CAS DataBase Reference

52829-07-9(CAS DataBase Reference)

EPA Substance Registry System

Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate (52829-07-9)

Safety Information

Hazard Codes 

T,N,Xi

Risk Statements 

23-37/38-41-51/53-36

Safety Statements 

26-39-45-61

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

2

RTECS 

HD8315000

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate Usage And Synthesis

Applications

Light Stabilizer 770  is recommended to be used in polypropylene, impact modified PP (TPO), EPDM, polystyrene, impact polystyrene, ABS, SAN, ASA, polyurethanes, and is also effective in polyamides and polyacetals.

Applications

Light Stabilizer 770 (Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate) is a low molecular weight hindered amine light stabilizer (HALS) for applications demanding particularly high light stability. The benefit of using Light Stabilizer 770 is the high light-stabilizing performance, particularly in PP thick sections to protect the surface. It has broad compatibility and can be easily dispersed. Compared to UV absorbers, the effectiveness of HALS, like Light Stabilizer 770, is not dependent on the polymer’s thickness. For this reason, the use of Light Stabilizer 770 also provides good light stability in articles with higher specific surface, e. g., films and tapes.

Guidelines for use

The recommended concentrations range between 0.1 % and 1.0 %, depending on the substrate, processing conditions and application. The optimum level is substrate and application specific. Extensive performance data of Light Stabilizer 770 in various substrates and for various applications is available upon request.

Physical properties

Handling

In accordance with good industrial practice, handle with care and avoid unnecessary personal contact. Avoid continuous or repetitive breathing of dust. Use only with adequate ventilation. Avoid contact with eyes. Avoid release to the environment. Avoid dust formation and ignition sources.

Chemical Properties

White solid

Uses

T770 (Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate) can be used as a hindered amine UV stabilizer in plastic materials. It can be used in the manufacturing and packaging of pharmaceutical products. Titanium oxide(TiO₂)/T770 may be used in amine induced light stabilizers in the synthesis of recyclable water-based polyurethane with poly(oxytetramethylene)glycol (PTMG).

General Description

Bis(2,2,6,6-tetramethyl-4-piperidyl) (T770) sebacate is a low molecular weight ultra violet (UV) hindered amine light stabilizer (HALS) made up of nitroxyl radicals. It acts as a heat controller that can react with phenolic antioxidants incorporated in polymers.

Flammability and Explosibility

Not classified

Biological Activity

Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate(BTMPS; Tinuvin 770) is a sterically hindered amine light and radiation stabilizer produced by Ciba-Geigy, widely used in plastics, that inhibits nicotinic acetylcholine receptors expressed in Xenopus oocytes in a use-dependent manner. BTMPS is a symmetrical conjugate of methylated piperidines that are potent inhibitors on their own, but the kinetics of inhibition and recovery are faster than BTMPS. For neuronal nicotinic receptor subunit combinations, the time constant for recovery from inhibition by BTMPS is approximately 1 to 4 h. Muscle-type receptors (α 1-, β 1-γ, and δ subunits) are also inhibited by BTMPS, but control responses are fully restored after a 5 min washout. Hybrids of muscle and neuronal subunits containing neuronal β subunits (α 1-, β 2-, γ, and δ and α-1-, β 4-, and γ-δ) blocked in a more irreversible manner than normal muscle-type receptors, suggesting an interaction between BTMPS and neuronal acetylcholine receptor β subunits. Glutamate receptors were not inhibited by BTMPS. Exposure to agonist solutions from certain plastic syringes that release BTMPS also resulted in a use-dependent inhibition of nicotinic receptors.^[1]

References

[1] R L PAPKE; S F H; A G Craig. Inhibition of nicotinic acetylcholine receptors by bis (2,2,6,6-tetramethyl- 4-piperidinyl) sebacate (Tinuvin 770), an additive to medical plastics.[J]. Journal of Pharmacology and Experimental Therapeutics, 1994, 268 2: 718-726.

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