Phenolic polysulphides having an improved odour

Patent metadata

Field	Value
Publication number	US-2016130419-A1
Application number	US-201414899052-A
Country	US
Kind code	A1
Filing date	Jun 27, 2014
Priority date	Jul 1, 2013
Publication date	May 12, 2016
Grant date	—

Abstract

The present invention concerns a composition comprising at least 50% by weight of at least one poly(phenyl sulfide) and from a few ppm to 2% by weight relative to the total volume of the composition of at least one odour-masking agent comprising at least one compound chosen from alcohols, esters, aldehydes and ketones. The invention also concerns the use of an odour-masking agent for masking the odour of a poly(phenyl sulfide), in addition to the products obtained by using the poly(phenyl sulfide) composition having a masked odour.

First claim

1 . A composition comprising:
a) at least 50 wt % of at least one poly(phenol sulfide); and b) from a few ppm to 2% by weight relative to the total weight of the composition of at least one odor masking agent comprising at least one compound selected from the group consisting of b1) alcohols, b2) esters, b3) aldehydes, b4) ketones and b5) ethers.

2 . The composition as claimed in claim 1 , wherein said at least one poly(phenol sulfide) corresponds to the following formula (1):

in which:
R represents a hydrogen atom or a hydrocarbon-containing group, linear, branched and/or cyclic, fully or partially saturated or unsaturated, comprising from 1 to 20 carbon atoms;
n and n′, which may be identical or different, represent independently of one another an integer greater than or equal to 1;
p represents an integer between 0 and 100;
A represents a hydrogen atom, and T represents a radical of formula (2):

or else, only when p is strictly greater than 0, A and T together may form a single bond, so as to form a cyclic poly(phenol sulfide); and
m represents 0, 1 or 2.

3 . The composition as claimed in claim 1 additionally comprising one or more additives or fillers.

4 . The composition as claimed in claim 1 , wherein the odor masking agent b) comprises at least one alcohol b1) selected from the group consisting of monohydric alcohols, comprising from 1 to 40 carbon atoms, said carbon atoms forming a linear or branched chain optionally comprising one or more unsaturation(s) in the form of double bond(s), and optionally comprising a cyclic structure with 5 or 6 ring members, saturated, or fully or partially unsaturated.

5 . The composition as claimed in claim 1 , wherein the odor masking agent b) comprises at least one alcohol b1) selected from the group consisting of benzyl alcohol, phenylethanol, propylethanol, butylethanol, 2-methoxyphenols substituted in position 4 with an alkyl or alkenyl radical, as well as mixtures of two or more of them in all proportions.

6 . The composition as claimed in claim, wherein the at least one odor masking agent b) comprises at least one ester b2) is selected from the group consisting of acetates, propionates, butyrates, methyl butyrates, pentanoates, hexanoates, heptanoates, benzoates, hydroxybenzoates, cyclopropylcarboxylates, cyclobutylcarboxylates, cyclopentylcarboxylates, cyclohexylcarboxylates, citrates, caproates, oleates, linoleates, linolenates, of linear or branched alkyl, of linear or branched alkenyl comprising from 3 to 12 carbon atoms, of aryl, of terpene derivatives, the lactones, and mixtures thereof.

7 . The composition as claimed in claim 1 , wherein the at least one odor masking agent b) comprises one or more aldehydes b3) selected from the group consisting of propanal, butanal, pentanal, hexanal, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, benzaldehyde, geranial, neral, citronellal, hydroxydecanals, phenylpropanals, phenylbutanals, phenylpentanals, phenylhexanals, hydroxybenzaldehydes, alkoxybenzaldehydes, as well as the substituted homologs thereof, and mixtures of two or more of these aldehydes, in all proportions.

8 . The composition as claimed in claim 1 , wherein the at least one odor masking agent b) comprises one or more ketones b4) selected from the group consisting of propanone, butanone, pentanone, hexanone, heptanone, octanone, nonanone, decanone, undecanone, dodecanone, menthone, iso-menthone, ionones, methylionones, phenylethanones, benzopyranones, 1,8-cineole, ascaridole, flavonone, calone, galbascone, as well as the substituted homologs thereof, and mixtures of two or more of these ketones, in all proportions.

9 . The composition as claimed in claim 1 , wherein the at least one odor masking agent b) comprises one or more ethers b5) selected from the group consisting of optionally substituted dialkyl ethers, pyrans, furans, benzopyrans, benzofurans, naphthopyrans, naphthofurans, as well as the substituted homologs thereof, and mixtures of two or more of these ethers, in all proportions.

10 . The composition as claimed in claim 1 , further comprising, in minor amounts, one or more other agents (fragrances) selected from the group consisting of fatty acids, glycols, terpene compounds, as well as one or more additives selected from the group consisting of solvents, pigments, dyes, preservatives, and biocides.

11 . The composition as claimed in claim 1 , wherein the odor masking agent comprises:
at least 1 wt %, of at least one alcohol b1), selected from the group consisting of benzyl alcohol, phenylethanol, propylethanol and butylethanol, and mixtures thereof in all proportions, at least 1 wt %, of at least one ester b2), selected from the group consisting of benzyl acetate, phenylethyl acetate, methyl 2-hydroxybenzoate, benzyl 2-hydroxybenzoate, butyrolactones, and hexanolides comprising from 6 to 12 carbon atoms, and mixtures thereof in all proportions, at least 1 wt %, of at least one aldehyde b3), selected from the group consisting of 3-(4-ethylphenyl)-2,2-dimethylpropanal, 3-(2-ethylphenyl)-2,2-dimethylpropanal, 7-hydroxydecanal, 7-hydroxy-3,7-dimethyloctanal, 2-methoxybenzaldehyde, 4-methoxybenzaldehyde, and mixtures thereof in all proportions, and the complement to 100% comprising at least one ketone b4) and/or at least one ether b5) and/or one or more other fragrances and/or additives selected from the group consisting of solvents, pigments, dyes, preservatives, and biocides.

12 . The composition as claimed in claim 1 , wherein the odor masking agent comprises:
at least 1 wt %, of at least one ester b2), selected from the group consisting of the cyclic esters of the alkanolide type, at least 1 wt %, of at least one ketone b4), selected from the group consisting of menthone, iso-menthone, ionones, methylionones, phenylethanones, benzopyranones, 1,8-cineole, ascaridole, flavonone, calone, galbascone, as well as the substituted homologs thereof, and mixtures of two or more of these ketones, in all proportions, at least 1 wt %, of at least one ether b5), selected from the group consisting of optionally substituted dialkyl ethers, pyrans, furans, benzopyrans, benzofurans, naphthopyrans, naphthofurans, as well as the substituted homologs thereof, and mixtures of two or more of these ethers, in all proportions, and the complement to 100% comprising at least one alcohol b1) and/or at least one aldehyde b3) and/or one or more other fragrances and/or additives selected from the group consisting of solvents, pigments, dyes, preservatives, and biocides.

13 . A method for attenuating or else masking the odor of at least one poly(phenol sulfide), or of a composition comprising at least one poly(phenol sulfide), comprising combining the at least one poly(phenol sulphide or composition comprising at least one poly(phenol sulphide) with at least one odor masking agent comprising at least one compound selected from the group consisting of b1) alcohols, b2) esters, b3) aldehydes, b4) ketones and b5) ethers.

14 . A method, comprising using the composition as claimed in claim 1 as an antioxidant and/or thermal stabilizer for plastics or for oils, as a flame retardant for plastics or else for synthetic or vegetable fibers, as a protective agent for wood, as an agent for dismutation and bleaching of vegetable resins, or as a charge control agent for toners.

15 . A manufactured product prepared

Assignees

• Arkema France

Inventors

• Saint-Louis-Augustin Pascal

Classifications

• C08K5/0008 Primary

  Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59 · CPC title

• C08K5/375

  containing six-membered aromatic rings {(C08K5/3725 takes precedence)} · CPC title

• C08K5/41 Primary

  Compounds containing sulfur bound to oxygen · CPC title

• C08K5/04

  Oxygen-containing compounds {(C08K5/0091 takes precedence)} · CPC title

• C08L81/04

  Polysulfides · CPC title