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Active malodor eliminator with low volatility and its use

A technology for eliminating agents and odors, applied in disinfection, deodorization, organic chemical methods, etc.

Inactive Publication Date: 2017-10-13
INTERNATIONAL FLAVORS & FRAGRANCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] While the prior art discloses compositions and methods for neutralizing certain malodours, there remains a need for other compounds that more effectively suppress malodor

Method used

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  • Active malodor eliminator with low volatility and its use
  • Active malodor eliminator with low volatility and its use
  • Active malodor eliminator with low volatility and its use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Embodiment 1: the preparation of levulinic acid chloride

[0069]

[0070] Oxalyl chloride (2M, 450ml, 0.9mol) in dichloromethane was added dropwise to stirring of levulinic acid (100g, 0.857mol) and dimethylformamide (DMF, 2ml) over about 1.5 to 2 hours at room temperature. in the mixture. After the addition was complete, the resulting mixture was stirred for an additional 0.5 h. The solvent was removed in vacuo and the crude mixture was used in the subsequent reaction.

Embodiment 2

[0071] Embodiment 2: Preparation of acetylacetonate (Levulinic TETRONICS) (compound 2)

[0072] Triethylamine (6.91ml, 49.50mmol) was added to a stirred mixture of Tetron 901 (23.5g, 24.77mmol) in dichloromethane (150ml) under nitrogen atmosphere at 0-5°C. Then levulinic acid chloride (prepared in Example 1) was added dropwise. The resulting mixture was warmed to room temperature and stirred overnight. Triethylammonium chloride was then filtered off. The organic layer was washed with saturated Na 2 CO3 Washed and concentrated in vacuo to obtain >90% functionalized product tetraketone levulinate as determined by NMR spectroscopy.

Embodiment 3

[0073] Embodiment 3: Preparation of levulinate MALTRIN QD M585 maltodextrin (Levulinate MALTRIN QD M585 Maltodextrin)

[0074] Triethylamine (12.5 g, 0.124 mmol) was added to a stirred mixture of MALTRIN QD M585 maltodextrin (16.2 g, 0.100 mol) dissolved in DMF (60 ml) under a nitrogen atmosphere at 0-5°C. The molar ratio of maltodextrin here is based on the monomer molecular structure of the entire polymer chain. Then levulinic acid chloride (prepared in Example 1) was added dropwise. The resulting mixture was warmed to room temperature and stirred overnight. Triethylammonium chloride was then filtered off. The precipitate was collected with tetrahydrofuran (THF) / isopropanol (IPA) in a volume ratio of 1:9 (THF:IPA). The solid was filtered, washed several times with a THF:IPA mixture, and dried under vacuum to obtain the product MALTRIN QDM585 maltodextrin levulinate approximately 15-20% functionalized by NMR spectroscopy.

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PUM

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Abstract

The present invention relates to low volatility active malodor eliminators and their use, and provides a novel compound for the elimination of amine-type malodours in consumer products, industrial products or textiles.

Description

Background technique [0001] Malodor is an unpleasant odor that can be encountered in the air and on many substrates such as fabrics, hard surfaces, skin and hair. Amines, mercaptans, sulfides, short chain aliphatic and olefinic acids, eg fatty acids, are typical chemicals found in and contributing to sweat, household and environmental malodours. These types of malodors often include indole, skatole, and methylmercaptan, which are found in toilet and animal odors; piperidine and morpholine, which are found in urine; pyridine and triethylamine, which are found in kitchen and garbage odors; and Short-chain fatty acids such as 3-methyl-3-hydroxyhexanoic acid, 3-methylhexanoic acid or 3-methyl-2-hexenoic acid present in underarm malodors. For example Zeng et al. describe compounds found in the axilla ((1991) J. Chem. Ecol. 17:1469-1492). [0002] Malodor counteractants or masking agents have been described in the prior art. For example, US Pat. No. 5,601,809 discloses mercapto r...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61L9/01A61L101/46
CPCA61L9/00A61L9/01A61L2209/21C07C223/06C07C323/22C07B2200/11C07C205/44C07C229/08C08B30/00C07C69/675
Inventor J·G·L·普鲁伊特佐佐木隆黄霄
Owner INTERNATIONAL FLAVORS & FRAGRANCES