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Haploid low-alkalinity hindered amine light stabilizer and preparation method thereof

A hindered amine light stabilizer and monomer type technology, applied in the field of hindered light stabilizers, can solve the problems of limiting the synergistic stabilization effect of phenolic antioxidants and high alkalinity, and achieve suitable preparation cost, low alkalinity, and light stability. Excellent effect

Pending Publication Date: 2022-07-12
宿迁联盛科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, although traditional hindered amine light stabilizers have excellent light stability, they all have the problem of high alkalinity, which limits their synergistic stabilizing effect with acidic additives, halogen-containing flame retardants and phenolic antioxidants

Method used

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  • Haploid low-alkalinity hindered amine light stabilizer and preparation method thereof
  • Haploid low-alkalinity hindered amine light stabilizer and preparation method thereof
  • Haploid low-alkalinity hindered amine light stabilizer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035]To a 2L autoclave equipped with mechanical magnetic stirring was added bis(hexamethylene)triamine (37.69 g, 0.175 mol), 4,6-bis(N-butyl-2,2,6,6-tetramethyl-4 -Piperidinylamino)-2-chloro-1,3,5-triazine (257.94g, 0.481mol), sodium hydroxide (20.2g, 0.505mol), water (80mL) and 500mL xylene as solvent, nitrogen Fully replace, turn on stirring, heat up to 170°C, and react with heat preservation and pressure for 18 hours; after heat preservation, cool down to 80°C, separate water, wash with water, filter, and distill under reduced pressure to remove the solvent to obtain a crude product. The crude product was purified to obtain 249.34 g of product, the light transmittance was 96.5%, and the yield was 89.67%.

[0036] 1 H-NMR(DMSO, 300HZ): δ0.95(t, 18H), 1.23(s, 72H), 1.27-1.3(br, m, 8H), 1.3-1.38(m, 12H), 1.4-1.47(m ,12H),1.51-1.55(br,16H),1.6-1.68(br,m,4H),1.7-1.74(dd,m,12H),2.05(s,6H),2.65(m,6H),3.35 (m, 4H), 3.5 (t, 16H), 7.0 (br, 2H).

[0037] The structural formula is...

Embodiment 2

[0040] To a 2L autoclave equipped with mechanical magnetic stirring was added bis(hexamethylene)triamine (33.33 g, 0.169 mol), 4,6-bis(N-butyl-2,2,6,6-tetramethyl-4 -Piperidinylamino)-2-chloro-1,3,5-triazine (257.94g, 0.481mol), sodium hydroxide (20.2g, 0.505mol), water (80mL) and 385mL xylene as solvent, nitrogen Fully replace, turn on stirring, heat up to 140°C, and react with heat preservation and pressure for 24 hours; after heat preservation, cool down to 80°C, separate water, wash with water, filter, and distill under reduced pressure to remove the solvent to obtain a crude product. The crude product was purified to obtain 253.34 g of product, the light transmittance was 96.1%, and the yield was 90.07%.

[0041] 1 H-NMR (DMSO, 300HZ): δ0.94 (t, 18H), 1.23 (s, 72H), 1.27-1.31 (br, m, 8H), 1.33-1.38 (m, 12H), 1.41-1.46 (m) ,12H),1.52-1.56(br,16H),1.61-1.68(br,m,4H),1.69-1.74(dd,m,12H),2.05(s,6H),2.65(m,6H),3.34 (m, 4H), 3.5 (t, 16H), 7.02 (br, 2H).

Embodiment 3

[0043] To a 2L autoclave equipped with mechanical magnetic stirring was added bis(hexamethylene)triamine (31.54 g, 0.161 mol), 4,6-bis(N-butyl-2,2,6,6-tetramethyl-4 -Piperidinylamino)-2-chloro-1,3,5-triazine (257.94g, 0.481mol), sodium hydroxide (20.2g, 0.505mol), water (80mL) and 320mL xylene as solvent, nitrogen Fully replace, turn on stirring, heat up to 200°C, and react with heat preservation and pressure for 12 hours; after heat preservation, cool down to 80°C, separate water, wash with water, filter, and distill under reduced pressure to remove the solvent to obtain a crude product. The crude product was purified to obtain 242.34 g of the product, with a light transmittance of 96.8% and a yield of 87.57%.

[0044] 1 H-NMR(DMSO, 300HZ): δ0.95(t, 18H), 1.23(s, 72H), 1.27-1.3(br, m, 8H), 1.3-1.38(m, 12H), 1.4-1.47(m ,12H),1.51-1.55(br,16H),1.6-1.68(br,m,4H),1.7-1.74(dd,m,12H),2.05(s,6H),2.65(m,6H),3.35 (m, 4H), 3.5 (t, 16H), 7.0 (br, 2H).

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Abstract

The invention discloses a novel low-alkalinity hindered amine light stabilizer and a preparation method thereof, the structural formula of the novel low-alkalinity hindered amine light stabilizer is as shown in formula I. The hindered amine light stabilizer is a haplotype middle-molecular low-alkalinity hindered amine light stabilizer, and has higher molecular weight, so that the hindered amine light stabilizer has outstanding migration resistance; meanwhile, the modified phenolic resin has good compatibility with a polymer, is low in alkalinity and has a good synergistic effect with a phenolic antioxidant; meanwhile, the preparation method disclosed by the invention is simple to operate, high in product yield and appropriate in preparation cost.

Description

technical field [0001] The invention belongs to the technical field of hindered light stabilizers, and in particular relates to a monomeric medium-molecular low-basic hindered amine compound and a preparation method thereof, in particular to a novel low-basic hindered amine compound as a light stabilizer and a preparation method thereof . Background technique [0002] Light stabilizers are additives that inhibit or slow down the degradation of polymer materials due to photooxidation. Therefore, the addition of light stabilizers can effectively improve the light resistance and oxygen aging properties of polymer materials, and prolong outdoor service life. Hindered amine light stabilizers (HALS) are high-efficiency light stabilizers with excellent performance. With the rapid development of polymer materials, especially for outdoor products, the scope of application is getting wider and wider, involving almost all polymer material application fields, especially for polyolefin...

Claims

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Application Information

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IPC IPC(8): C08K5/3492C08J5/18C08L23/06C07D401/14
CPCC08K5/34926C08J5/18C07D401/14C08J2323/06
Inventor 李军林俊义胡新利梁小龙乔旺李大伟
Owner 宿迁联盛科技股份有限公司
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