WO2021021052A1 - Vegetal fabric softener and its method of manufacturing - Google Patents

Vegetal fabric softener and its method of manufacturing Download PDF

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Publication number
WO2021021052A1
WO2021021052A1 PCT/TR2020/050648 TR2020050648W WO2021021052A1 WO 2021021052 A1 WO2021021052 A1 WO 2021021052A1 TR 2020050648 W TR2020050648 W TR 2020050648W WO 2021021052 A1 WO2021021052 A1 WO 2021021052A1
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WO
WIPO (PCT)
Prior art keywords
reactor
fabric softener
fatty acids
temperature
described hereinabove
Prior art date
Application number
PCT/TR2020/050648
Other languages
French (fr)
Inventor
Tuncay SALAR
Original Assignee
Salar Tuncay
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Salar Tuncay filed Critical Salar Tuncay
Publication of WO2021021052A1 publication Critical patent/WO2021021052A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/003Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/04Carboxylic acids or salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid

Definitions

  • This invention is related to a novel fabric softener obtained from fatty acids to be removed from our local plants, and its method of manufacturing, and it is used in textile sector, particularly in finishing processes thereat.
  • This invention may further be employed in fragrance and aroma industry, in carboxylic acid and alcohol tests, in polymer industry, and in manufacturing of such products as paints, varnishes, soaps, synthetic rubbers and pharmaceuticals.
  • Yield and productivity can be increased by the following methods: Increase of the quantity of alcohol used for reaction (surplus alcohol serves and functions as solvent); Use of a dehydration agent (sulfuric acid used in reaction works and functions not only as a catalyser, but also as a dehydration agent upon incorporation of water therein; and similar other dehydrators are also effective for this purpose.); and Removal of water by distillation by using chemicals becoming azeotrope with water, like toluene.
  • Stearic acid which is used in these reactions as carboxylic acid and is generally imported causes heavy economic burdens. Particularly in textile industry, this stearic acid is utilized as softener in finishing processes.
  • Stearic acid having a long chain molecular structure named also as octadecanoic acid, carries the general chemical properties of carboxylic acids commonly used in animal fats and vegetal oils in the nature.
  • This acid comprising a great part of recipes of softeners employed in textile industry, is imported as a finished product to our country, and is used in a great many of sectors such as pharmaceuticals, cosmetic industry, candle and pastel paint making, soap hardening and firework making.
  • “stearic acid” is substituted by fatty acids obtained from various different plants available in our country. Sunflower, canola, soya, pomace and maize oils are used for selection of the most appropriate vegetal oil source for the softener, being the subject of this application.
  • Patent file, no. EP2553067 B1 describes fabric softener active ingredients having low combustible solvent content, low melting viscosity and high stability in melted form.
  • These softener active ingredients contain a bis-(-2-hydroxyethyl)- dimethylammonium chloride fatty acid ester of 65% of 95%, and a fatty acid triglyceride (preferably a coconut oil or a hydrogenated coconut oil) of 2% to 8%, and further contain a combustible alcohol of 3% to 12%, chosen from ethanol, 1 - propanol and 2-propanol.
  • the present invention is related to a novel fabric softener obtained from unsaturated fatty acids to be removed from our local plants, and its method of manufacturing, and it is used in textile sector, particularly in finishing processes thereat.
  • This invention may further be employed in fragrance and aroma industry, in carboxylic acid and alcohol tests, in polymer industry, and in manufacturing of such products as paints, varnishes, soaps, synthetic rubbers and pharmaceuticals.
  • Purposes of the present invention are:
  • vegetal fatty acids which are in liquid form in room temperature provide great convenience in uploading into reactor, to shorten the process steps and the process itself, thus saving energy;

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

This invention is related to a novel fabric softener obtained from fatty acids to be removed from our local plants, and its method of manufacturing, and it is used in textile sector, particularly in finishing processes thereat. This invention may further be employed in fragrance and aroma industry, in carboxylic acid and alcohol tests, in polymer industry, and in manufacturing of such products as paints, varnishes, soaps, synthetic rubbers and pharmaceuticals.

Description

VEGETAL FABRIC SOFTENER AND ITS METHOD OF MANUFACTURING TECHNICAL FIELD
This invention is related to a novel fabric softener obtained from fatty acids to be removed from our local plants, and its method of manufacturing, and it is used in textile sector, particularly in finishing processes thereat. This invention may further be employed in fragrance and aroma industry, in carboxylic acid and alcohol tests, in polymer industry, and in manufacturing of such products as paints, varnishes, soaps, synthetic rubbers and pharmaceuticals.
PRIOR ART
The subject of invention is defined basically with esterification reaction. This reaction is a chemical process used in ester production, and generally refers to a reaction of carboxylic acid and an alcohol (or phenol compound) in presence of heat and catalyser (for instance, sulfuric acid) to produce and form ester. Its chemical formula is as shown below:
Carboxylic acid + Amine < Amide + Water
Water is released to the extent of esterification during esterification reactions. If, in these reversible reactions, water is not removed, product reverts back. As esterification reactions are reversible, for the sake of increasing ester production yield, water released as a result of reaction is required to be removed from the system. Yield and productivity can be increased by the following methods: Increase of the quantity of alcohol used for reaction (surplus alcohol serves and functions as solvent); Use of a dehydration agent (sulfuric acid used in reaction works and functions not only as a catalyser, but also as a dehydration agent upon incorporation of water therein; and similar other dehydrators are also effective for this purpose.); and Removal of water by distillation by using chemicals becoming azeotrope with water, like toluene.
Stearic acid which is used in these reactions as carboxylic acid and is generally imported causes heavy economic burdens. Particularly in textile industry, this stearic acid is utilized as softener in finishing processes.
Stearic acid, having a long chain molecular structure named also as octadecanoic acid, carries the general chemical properties of carboxylic acids commonly used in animal fats and vegetal oils in the nature.
This acid, comprising a great part of recipes of softeners employed in textile industry, is imported as a finished product to our country, and is used in a great many of sectors such as pharmaceuticals, cosmetic industry, candle and pastel paint making, soap hardening and firework making.
In the invention covered by this application,“stearic acid” is substituted by fatty acids obtained from various different plants available in our country. Sunflower, canola, soya, pomace and maize oils are used for selection of the most appropriate vegetal oil source for the softener, being the subject of this application.
Similar files available in the prior art are as listed below:
Patent file titled “thickened fabric softener containing palmitic acid used as viscosity-increasing agent”, no. US9090853(B2), is related to a product containing a thickened fabric softener, a fabric softening compound equal to 1 % to 5% by weight, and a Ci6 oil substance chosen as a thickening agent. In patent file no. US20180362885(A1 ), the invention is related to fabric softener active ingredients containing a blend of quaternary ester ammonium compounds and oil solvents (a fatty acid ester, a fatty acid, an oil alcohol and their mixtures), as well as the methods of manufacturing and use of them.
Patent file, no. EP2553067 B1 , describes fabric softener active ingredients having low combustible solvent content, low melting viscosity and high stability in melted form. These softener active ingredients contain a bis-(-2-hydroxyethyl)- dimethylammonium chloride fatty acid ester of 65% of 95%, and a fatty acid triglyceride (preferably a coconut oil or a hydrogenated coconut oil) of 2% to 8%, and further contain a combustible alcohol of 3% to 12%, chosen from ethanol, 1 - propanol and 2-propanol.
DESCRIPTION OF INVENTION
The present invention is related to a novel fabric softener obtained from unsaturated fatty acids to be removed from our local plants, and its method of manufacturing, and it is used in textile sector, particularly in finishing processes thereat. This invention may further be employed in fragrance and aroma industry, in carboxylic acid and alcohol tests, in polymer industry, and in manufacturing of such products as paints, varnishes, soaps, synthetic rubbers and pharmaceuticals.
Purposes of the present invention are:
To obtain fatty acids from local plants, thereby reducing“stearic acid” imports and thus, import dependency; and
Given that vegetal fatty acids which are in liquid form in room temperature provide great convenience in uploading into reactor, to shorten the process steps and the process itself, thus saving energy; and
To exhibit a high softening performance in textile products; and
To ensure hydrolysis stability in aqueous dispersions through a minimal change in dispersion viscosity; and After employment of this novel fabric softener in industry, to pave the way for use of it in residences and workplaces as well from private to public
The product which is manufactured in solid form and classified before use is thus manufactured in liquid form, thereby assuring its easy dissolution. Product (vegetal fatty acid) is dissoluble in cold water or warm water. Its equivalent product is dissoluble at 80-90°C. Product has a high hydrophility property, and provides a great many of technical and economic advantages if compared to import products using stearic acid.
Phosphates released upon use of synthetic fatty acids in cosmetic industry (detergents, shampoos, soaps, etc.) are left in nature, and algae feeding on these phosphates cause underwater eutrophication and water pollution. This in turn makes negative effects on health of all sea, lake, etc. creatures, particularly underground waters, and thus, on human health as well. Our invention, having been made of natural vegetal oils and unsaturated fatty acids, is more sensitive to and useful for environment.
DETAILED DESCRIPTION OF INVENTION
The present invention is related to the use of vegetable sourced unsaturated fatty acids, such as canola, sunflower, soy, pomace and maize oils, after esterification thereof, instead of stearic acid commonly used in esterification reactions, as fabric softener, and to the method of manufacturing applicable for this fabric softener.,
Fatty acids to be used in esterification reaction are selected from among those having a carbon number of 8 to 22. Mixture ratio is preferably arranged as 0.2% to 35%. Any one of methanol, propanol or ethanol, as appropriate, is selected as amine.
This product is an esterification product. Process is comprised of: • Use of esterificator reactor, and uploading of vegetal fatty acid and catalyser, as deemed fit, to reactor, and increase of temperature to 90°C; and
• Heating of reactor in such manner to increase its temperature gradually up to 140°C in a total time of 4 hours; and
• Increase of reactor temperature to 190°C and keeping at that temperature level; and
• After waiting for 4 hours at this temperature level, removal of released water from medium by vacuum application; and
• Upon termination of reaction, cooling the reactor down to below 110°C, and addition of other solubility-increasing chemicals; and
• Cooling the reactor down to 90°C in 1 hour, and adjustment of pH level at that moment; and
• Cooling the reactor down to 40°C, and discharging the reactor contents; and
• Total process time is to be arranged as 10 hours

Claims

1- The present invention is related to a novel fabric softener obtained from unsaturated fatty acids to be removed from our local plants, characterized in that it contains at least one of fatty acids obtained from canola, sunflower, soya, pomace and maize oils.
2- A fabric softener according to Claim 1 , characterized in that unsaturated fatty acids are selected from among those having a carbon number of 8 to 22.
3- A fabric softener according to any one of the claims described hereinabove, characterized in that any one of methanol/ethanol/propanol is used as amine in esterification process. 4- A fabric softener according to any one of the claims described hereinabove, characterized in that it may be used in finishing processes in textile industry.
5- A fabric softener according to any one of the claims described hereinabove, characterized in that it may be used in cosmetic industry, particularly for shampoo, soap and detergent manufacturing purposes.
6- A fabric softener according to any one of the claims described hereinabove, characterized in that it contains the following process steps: · Use of esterificator reactor, and uploading of vegetal fatty acid and catalyser, as deemed fit, to reactor, and increase of temperature to 90°C; and
• Heating of reactor in such manner to increase its temperature gradually up to 140°C in a total time of 4 hours; and
· Increase of reactor temperature to 190°C and keeping at that temperature level; and
• After waiting for 4 hours at this temperature level, removal of released water from medium by vacuum application; and • Upon termination of reaction, cooling the reactor down to below 110°C, and addition of other solubility-increasing chemicals; and
• Cooling the reactor down to 90°C in 1 hour, and adjustment of pH level at that moment; and
· Cooling the reactor down to 40°C, and discharging the reactor contents; and
• Total process time is to be arranged as 10 hours
PCT/TR2020/050648 2019-08-01 2020-07-24 Vegetal fabric softener and its method of manufacturing WO2021021052A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
TR2019/11658 2019-08-01
TR201911658 2019-08-01

Publications (1)

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WO2021021052A1 true WO2021021052A1 (en) 2021-02-04

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998052907A1 (en) * 1997-05-19 1998-11-26 The Procter & Gamble Company Quaternary fatty acid triethanolamine ester salts and their use as fabric softeners
KR20080073080A (en) * 2007-02-05 2008-08-08 오성화학공업주식회사 Preparation method of a fabric softener using titanuim alkoxide catalysts
KR20100036289A (en) * 2007-07-23 2010-04-07 오성화학공업주식회사 Fabric softener imporving softness and preparation method thereof
KR20100065952A (en) * 2008-12-09 2010-06-17 오성화학공업주식회사 Preparation method of fabric softeners
KR101400887B1 (en) * 2013-01-11 2014-05-29 오성화학공업주식회사 Novel cation surfactant derived from modified natural oil, preparation method thereof and fabric softner using the same

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998052907A1 (en) * 1997-05-19 1998-11-26 The Procter & Gamble Company Quaternary fatty acid triethanolamine ester salts and their use as fabric softeners
KR20080073080A (en) * 2007-02-05 2008-08-08 오성화학공업주식회사 Preparation method of a fabric softener using titanuim alkoxide catalysts
KR20100036289A (en) * 2007-07-23 2010-04-07 오성화학공업주식회사 Fabric softener imporving softness and preparation method thereof
KR20100065952A (en) * 2008-12-09 2010-06-17 오성화학공업주식회사 Preparation method of fabric softeners
KR101400887B1 (en) * 2013-01-11 2014-05-29 오성화학공업주식회사 Novel cation surfactant derived from modified natural oil, preparation method thereof and fabric softner using the same

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