N,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide Chemical Properties

Melting point:

>270°C (dec.)

Boiling point:

605.1±55.0 °C(Predicted)

Density 

1.09±0.1 g/cm3(Predicted)

vapor pressure 

0Pa at 25℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Chloroform (Slightly), Methanol (Slightly, Heated)

pka

13.67±0.60(Predicted)

form 

Solid

color 

White to Off-White

Water Solubility 

139mg/L at 30℃

InChI

InChI=1S/C26H42N4O2/c1-23(2)13-19(14-24(3,4)29-23)27-21(31)17-10-9-11-18(12-17)22(32)28-20-15-25(5,6)30-26(7,8)16-20/h9-12,19-20,29-30H,13-16H2,1-8H3,(H,27,31)(H,28,32)

InChIKey

OYNOCRWQLLIRON-UHFFFAOYSA-N

SMILES

C1(C(NC2CC(C)(C)NC(C)(C)C2)=O)=CC=CC(C(NC2CC(C)(C)NC(C)(C)C2)=O)=C1

LogP

1.12 at 20℃

EPA Substance Registry System

1,3-Benzenedicarboxamide, N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)- (42774-15-2)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36

Safety Statements 

22-25-26

N,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide Usage And Synthesis

Uses

(1) N,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide can be used to improve nylon melt stability, thereby improving nylon processability, reducing fiber breakage rate, and improving product quality.
(2) It has a long-term stabilizing effect on light, heat, oxidation, etc., and can improve the dispersibility of fillers and pigments in nylon.
(3) Improve pigment tinting strength, improve pigment stability, and enhance the dyeability of nylon fibers.

Flammability and Explosibility

Non flammable

Synthesis

An electric stirrer, reflux condenser and thermometer were assembled in each of the four reaction bottles. To each reaction vial was added 20.3 g of m-toluene dicarbonyl chloride, 36 g of 2,2,6,6-tetramethylpiperidinamine, 60 g of solvent, and 1.5 g of catalyst. the stirrer was started, heated to 110 °C and started to time, and the reaction time ranged from 4.5 to 10 hours. Upon completion of the reaction, the reaction mixture was slowly added to an alkaline aqueous solution under strong stirring to remove unreacted isophthaloyl chloride. Subsequently, the mixture was cooled to 15-20°C to promote crystallization. The crystallized product was collected by filtration to afford N1,N3-bis(2,2,6,6-tetramethylpiperidin-4-yl)isophthalamide. The light stabilizer had a yield of 97.38% and a melting point of 270-275 °C.

References

[1] Patent: CN105481759, 2016, A. Location in patent: Paragraph 0015
[2] Patent: WO2004/16591, 2004, A1. Location in patent: Page/Page column 6-7
[3] Patent: CN103554009, 2016, B. Location in patent: Paragraph 0045; 0046
[4] Patent: WO2004/16591, 2004, A1. Location in patent: Page/Page column 7-8
[5] Patent: US2018/194727, 2018, A1. Location in patent: Paragraph 0081; 0082

N,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide(42774-15-2)Related Product Information

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