CN116324081B - Treatment agent for nonwoven fabric made of polyolefin synthetic fibers, and spun-bonded nonwoven fabric made of polyolefin synthetic fibers - Google Patents

Treatment agent for nonwoven fabric made of polyolefin synthetic fibers, and spun-bonded nonwoven fabric made of polyolefin synthetic fibers Download PDF

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CN116324081B
CN116324081B CN202180064270.7A CN202180064270A CN116324081B CN 116324081 B CN116324081 B CN 116324081B CN 202180064270 A CN202180064270 A CN 202180064270A CN 116324081 B CN116324081 B CN 116324081B
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nonwoven fabric
synthetic fibers
ester compound
polyolefin
carbon atoms
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CN116324081A (en
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森田昌武
藤井裕子
冈田智八
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Takemoto Oil and Fat Co Ltd
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Takemoto Oil and Fat Co Ltd
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/228Cyclic esters, e.g. lactones
    • DTEXTILES; PAPER
    • D04BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04HMAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H3/00Non-woven fabrics formed wholly or mainly of yarns or like filamentary material of substantial length
    • D04H3/005Synthetic yarns or filaments
    • D04H3/009Condensation or reaction polymers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224Esters of carboxylic acids; Esters of carbonic acid
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/18Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Nonwoven Fabrics (AREA)

Abstract

The present invention aims to improve the wettability of a treatment agent for a nonwoven fabric made of polyolefin synthetic fibers and to improve the durable hydrophilicity of a spun-bonded nonwoven fabric made of polyolefin synthetic fibers. The treatment agent for a polyolefin synthetic fiber nonwoven fabric of the present invention is characterized by comprising: comprising a specific ether ester compound and a specific ester condensate. The invention relates to a spunbonded nonwoven fabric made of polyolefin synthetic fibers, which is characterized in that: a treatment agent for a nonwoven fabric made of polyolefin synthetic fibers is adhered.

Description

Treatment agent for nonwoven fabric made of polyolefin synthetic fibers, and spun-bonded nonwoven fabric made of polyolefin synthetic fibers
Technical Field
The present invention relates to a treatment agent for a nonwoven fabric made of polyolefin synthetic fibers, and a spunbond nonwoven fabric made of polyolefin synthetic fibers.
Background
Generally, polyolefin synthetic fibers are used as raw material fibers of nonwoven fabrics. For example, nonwoven fabrics are produced by a spunbonding method using polyolefin-based synthetic fibers. The nonwoven fabric produced by the spunbond process is referred to as a spunbond nonwoven fabric. The functions such as durable hydrophilicity of the nonwoven fabric are imparted by applying an oil agent as a treating agent for the nonwoven fabric to the nonwoven fabric. Nonwoven fabrics to which functions such as durable hydrophilicity are imparted are used in a wide range of fields such as sanitary materials, medical fields, and civil engineering fields.
Patent document 1 discloses a water permeability imparting agent as a treating agent for nonwoven fabrics, which contains an alkylene oxide adduct of a polyvalent active hydrogen compound. As a polyvalent active hydrogen compound, patent document 1 discloses a partial ester formed from a polyhydric alcohol having a valence of 3 to 6 and a fatty acid.
Prior art literature
Patent literature
Patent document 1: international publication No. 2016/121673
Disclosure of Invention
Problems to be solved by the invention
However, in order to more effectively impart a function to the nonwoven fabric, it is necessary to more uniformly coat the fibers constituting the nonwoven fabric with the treating agent for the nonwoven fabric. In order to more uniformly coat the nonwoven fabric treating agent, it is necessary to improve the wettability of the nonwoven fabric treating agent to the fibers constituting the nonwoven fabric. However, once the wettability of the treating agent for nonwoven fabric is improved, the durable hydrophilicity of the nonwoven fabric tends to be easily reduced. Therefore, it is a current problem to improve both the wettability of the treating agent for nonwoven fabric and the durable hydrophilicity of the nonwoven fabric.
The present invention has been made in view of the above circumstances, and an object thereof is to provide a treatment agent for a polyolefin-based synthetic fiber nonwoven fabric, which can preferably improve wettability with respect to fibers constituting the nonwoven fabric and also can preferably improve durable hydrophilicity of the nonwoven fabric. The present invention also provides a polyolefin synthetic fiber to which the treatment agent for a nonwoven fabric made of polyolefin synthetic fiber is attached, and a spunbond nonwoven fabric made of polyolefin synthetic fiber to which the treatment agent for a nonwoven fabric made of polyolefin synthetic fiber is attached.
Means for solving the problems
A treatment agent for a polyolefin-based synthetic fiber nonwoven fabric for solving the above problems is characterized in that: comprises at least one of the following 1 st ether ester compound and the following 2 nd ether ester compound, and the following ester condensate.
Ether ester compound 1: 1 mole of an alkylene oxide having 2 to 4 carbon atoms is added to 1 to 500 moles in total of an ester compound formed from a polyhydric alcohol and a monohydric fatty acid.
Ether ester compound 2: 1 mole of an ester compound formed by adding an alkylene oxide having 2 to 4 carbon atoms to 1 to 500 moles in total of a polyhydric alcohol and a monohydric fatty acid, and a compound formed by condensing a fatty acid having 4 to 26 carbon atoms.
Ester condensate: a condensate having a structural unit formed from a hydroxycarboxylic acid having 6 to 22 carbon atoms and having a condensation degree of 1 to 5, the hydroxycarboxylic acid having a hydroxyl group and a carboxyl group in the molecule.
The treatment agent for nonwoven fabric made of polyolefin synthetic fibers is preferably: the content of the ester condensate is 0.01 to 20 mass%.
The treatment agent for nonwoven fabric made of polyolefin synthetic fibers is preferably: the resin composition contains 80 to 99.95 parts by mass of at least one selected from the group consisting of the 1 st ether ester compound and the 2 nd ether ester compound and 0.05 to 20 parts by mass of the ester condensate, with the total content of the 1 st ether ester compound, the 2 nd ether ester compound and the ester condensate being 100 parts by mass.
The treatment agent for nonwoven fabric made of polyolefin synthetic fibers is preferably: the hydroxycarboxylic acid is represented by the following formula 1.
[ Chemical 1]
(In the case of the chemical formula 1,
R 1: a saturated hydrocarbon group having 4 to 12 carbon atoms or an unsaturated hydrocarbon group having 4 to 12 carbon atoms,
R 2: a hydrogen atom or a saturated hydrocarbon group having 1 to 8 carbon atoms. )
The treatment agent for nonwoven fabric made of polyolefin synthetic fibers is preferably: r 1 in the above formula 1 is a saturated hydrocarbon group having 8 to 10 carbon atoms or an unsaturated hydrocarbon group having 8 to 10 carbon atoms.
The treatment agent for nonwoven fabric made of polyolefin synthetic fibers is preferably: r 2 in the above formula 1 is a saturated hydrocarbon group having 6 to 8 carbon atoms.
The treatment agent for nonwoven fabric made of polyolefin synthetic fibers is preferably: the ester condensate has a condensation degree of 1 to 2 and a cyclic molecular structure.
The polyolefin-based synthetic fiber for solving the above problems is characterized in that: the treatment agent for nonwoven fabric made of polyolefin synthetic fibers is adhered.
The spunbonded nonwoven fabric made of polyolefin synthetic fibers for solving the above problems is characterized in that: the treatment agent for nonwoven fabric made of polyolefin synthetic fibers is adhered.
Effects of the invention
According to the present invention, it is possible to preferably improve the wettability of the treatment agent for a nonwoven fabric made of polyolefin synthetic fibers with respect to the fibers constituting the nonwoven fabric made of polyolefin synthetic fibers, and to preferably improve the durable hydrophilicity of the nonwoven fabric made of polyolefin synthetic fibers.
Detailed Description
(Embodiment 1)
Embodiment 1 will be described in which a treatment agent for a nonwoven fabric made of polyolefin-based synthetic fibers (hereinafter simply referred to as a treatment agent) according to the present invention is embodied.
The treating agent of the present embodiment contains at least one of the following 1 st ether ester compound and the following 2 nd ether ester compound, and the following ester condensate.
Ether ester compound 1: 1 mole of an alkylene oxide having 2 to 4 carbon atoms is added to 1 to 500 moles in total of an ester compound formed from a polyhydric alcohol and a monohydric fatty acid.
Ether ester compound 2: 1 mole of an ester compound formed by adding an alkylene oxide having 2 to 4 carbon atoms to 1 to 500 moles in total of a polyhydric alcohol and a monohydric fatty acid, and a compound formed by condensing a fatty acid having 4 to 26 carbon atoms.
Ester condensate: a condensate having a structural unit formed from a hydroxycarboxylic acid having 6 to 22 carbon atoms and having a condensation degree of 1 to 5, the hydroxycarboxylic acid having a hydroxyl group and a carboxyl group in the molecule.
The treating agent contains at least one of the 1 st ether ester compound and the 2 nd ether ester compound, and the ester condensate, and as described later, the wettability of the treating agent to fibers constituting the polyolefin-based synthetic fiber nonwoven fabric is preferably improved. Further, the durable hydrophilicity of the nonwoven fabric made of polyolefin synthetic fibers to which the treating agent is attached can be improved preferably.
The polyol is not particularly limited, and may be an aliphatic polyol or an aromatic polyol. The aliphatic polyol may be saturated aliphatic or unsaturated aliphatic.
Specific examples of the polyhydric alcohol include ethylene glycol, glycerin, sorbitan, and trimethylolpropane.
The above-mentioned polyhydric alcohols may be used singly or in combination of 1 or more than 2.
The monobasic fatty acid is not particularly limited, and may be a linear fatty acid or a branched fatty acid. In addition, the fatty acid may be a saturated fatty acid or an unsaturated fatty acid.
Specific examples of the monobasic fatty acid include 12-hydroxystearic acid, ricinoleic acid, lauric acid, stearic acid, oleic acid, valeric acid, and caprylic acid.
The monobasic fatty acid may be used alone in an amount of 1 or in an amount of 2 or more.
In addition, the ester compound formed by the polyhydric alcohol and the monohydric fatty acid may be a natural oil or fat. Specific examples of the natural oils include coconut oil, rapeseed oil, sunflower seed oil, soybean oil, castor oil, solidified castor oil, sesame oil, fish oil, beef tallow, and the like.
The natural oil and fat may be used alone or in combination of 1 or more than 2.
Specific examples of the alkylene oxide having 2 to 4 carbon atoms include ethylene oxide, propylene oxide, and butylene oxide. Among these, ethylene oxide is preferable. The polymerization arrangement is not particularly limited, and may be a random adduct or a block adduct.
The alkylene oxide having 2 to 4 carbon atoms may be used alone or in combination of 1 or more than 2.
The number of addition moles of the alkylene oxide having 2 to 4 carbon atoms is preferably 5 to 120 moles.
The 1 st ether ester compound and the 2 nd ether ester compound may be the same or different. The alkylene oxide having 2 to 4 carbon atoms may be the same as or different from the 1 st ether ester compound and the 2 nd ether ester compound.
The fatty acid having 4 to 26 carbon atoms in the 2 nd ether ester compound is not particularly limited, and may be a linear fatty acid or a branched fatty acid. In addition, the fatty acid may be a saturated fatty acid or an unsaturated fatty acid.
Specific examples of the fatty acid having 4 to 26 carbon atoms include lauric acid, oleic acid, stearic acid, caprylic acid, shusuan, maleic acid, and the like.
The fatty acid having 4 to 26 carbon atoms may be used alone or in combination of 1 or more than 2.
The hydroxycarboxylic acid having 6 to 22 carbon atoms in the structural unit of the ester condensate is preferably one represented by the following formula 2.
[ Chemical 2]
(In chemical formula 2)
R 1: a saturated hydrocarbon group having 4 to 12 carbon atoms or an unsaturated hydrocarbon group having 4 to 12 carbon atoms,
R 2: a hydrogen atom or a saturated hydrocarbon group having 1 to 8 carbon atoms. )
R 1 in the formula 2 is preferably a saturated hydrocarbon group having 8 to 10 carbon atoms or an unsaturated hydrocarbon group having 8 to 10 carbon atoms.
R 2 in the formula 2 is preferably a saturated hydrocarbon group having 6 to 8 carbon atoms. The durable hydrophilicity of the nonwoven fabric made of polyolefin-based synthetic fibers can be further improved preferably by the saturated hydrocarbon group having 6 to 8 carbon atoms.
The ester condensate preferably has a condensation degree of 1 to 2 and a cyclic molecular structure.
The content ratio of the ester condensate in the treating agent is not particularly limited. The content of the ester condensate in the treating agent is preferably 0.01 to 20% by mass.
The content ratio of the 1 st ether ester compound, the 2 nd ether ester compound, and the ester condensate in the treating agent is not particularly limited. The treating agent preferably contains 80 to 99.95 parts by mass of at least one selected from the group consisting of the 1 st ether ester compound and the 2 nd ether ester compound, and 0.05 to 20 parts by mass of the ester condensate, when the total of the content ratios of the 1 st ether ester compound, the 2 nd ether ester compound, and the ester condensate is 100 parts by mass.
The content ratio of the 1 st ether ester compound, the 2 nd ether ester compound, and the ester condensate is set within the above numerical range, so that the wettability of the treating agent with respect to the fibers constituting the nonwoven fabric made of polyolefin-based synthetic fibers is further preferably improved as will be described later. Further, the durable hydrophilicity of the nonwoven fabric made of polyolefin synthetic fibers to which the treating agent is attached can be improved more preferably.
The treatment may also contain other ingredients.
Specific examples of the other component include anionic surfactants, cationic surfactants, amphoteric surfactants as amphoteric compounds, and nonionic surfactants, monohydric or polyhydric alcohols, fatty acids, fatty acid esters, wax compounds, and silicone compounds.
Examples of the ionic surfactant include phosphate type ionic surfactants and sulfonate type ionic surfactants. Specific examples of the phosphate type ionic surfactant include potassium lauryl phosphate and potassium butyl phosphate. Specific examples of the sulfonate type ionic surfactant include sodium salts of alkyl (having 12 to 16 carbon atoms) sulfonates and the like.
Examples of the nonionic surfactant include polyether nonionic surfactants, ether nonionic surfactants, and ester nonionic surfactants. Specific examples of the ether type nonionic surfactant include a compound obtained by adding 10 moles of ethylene oxide to 1 mole of lauryl alcohol and a compound obtained by adding 120 moles of propylene oxide to 1 mole of neopentyl glycol.
Specific examples of the ester-type nonionic surfactant include a compound obtained by adding 20 moles of ethylene oxide to 1 mole of stearic acid.
These other components may be used alone in an amount of 1 or in an amount of 2 or more.
The content ratio of the other components in the treatment agent is not particularly limited. The treating agent preferably contains 1 to 30 parts by mass of other components per 100 parts by mass of the total of the content ratio of the 1 st ether ester compound, the 2 nd ether ester compound, and the ester condensate.
(Embodiment 2)
Embodiment 2 will be described in which the polyolefin-based synthetic fibers and the spunbonded nonwoven fabric made of the polyolefin-based synthetic fibers according to the present invention are embodied. The treatment agent of embodiment 1 is attached to the polyolefin-based synthetic fiber of the present embodiment.
The polyolefin synthetic fiber herein means a synthetic fiber synthesized from an olefin (ol efine) as a monomer. The polyolefin synthetic fibers will be referred to below simply as synthetic fibers.
Specific examples of the synthetic fibers include polyethylene fibers, polypropylene fibers, and polybutylene fibers. These may be used alone or in combination of 1 or more than 2. In addition, the polypropylene fiber may be modified polypropylene fiber obtained by copolymerizing various monomers, composite polypropylene fiber formed by polyethylene and polypropylene, or the like.
In addition, the composite fiber may be a composite fiber having a core-sheath structure, that is, a composite fiber in which either or both of the core and the sheath are polyolefin fibers, for example, a polyethylene/polypropylene composite fiber in which the sheath is a polyethylene fiber, or a polyethylene/polyester composite fiber.
The amount of the treating agent according to embodiment 1 to be attached to the synthetic fibers is not particularly limited, but is preferably 0.1 to 2 mass%, more preferably 0.3 to 1.2 mass%, based on the synthetic fibers.
The method for attaching the treating agent to the synthetic fiber may be, for example, the following method: the aqueous solution containing the treating agent and water according to embodiment 1 or the further diluted aqueous solution is used and attached by a known method such as dipping, spraying, roller-type, or oil-feeding method using a metering pump.
The spunbonded nonwoven fabric (hereinafter referred to simply as nonwoven fabric) made of polyolefin-based synthetic fibers of the present invention is produced by a spunbonding method.
The nonwoven fabric produced by the spunbonding method is preferably produced by the following steps 1 to 7.
Step 1: and a raw material supply step of supplying a raw material resin of the synthetic fiber to an extruder.
Step 2: and a melting/extruding step of heating and melting the raw resin in an extruder and then pushing the raw resin to a nozzle provided with a spinning tube sleeve.
Step 3: and a spinning/stretching step of melt-spinning from a nozzle and stretching the melt-spun fiber by using an ejector.
Step 4: and a catching and carrying step of catching the fibers obtained in the step 3 on a conveyor belt to form a carded web, and carrying the carded web by the conveyor belt.
Step 5: and a welding step of welding the fibers by passing the carded web obtained in the step 4 between a pair of heated rolls.
Step 6: an attaching step of attaching the treating agent of embodiment 1 to the nonwoven fabric formed in step 5.
Step 7: and a winding step of winding the nonwoven fabric obtained in the step 6 onto a winding drum.
By the above steps, the nonwoven fabric according to the present embodiment can be manufactured.
According to the treating agent of embodiment 1 and the synthetic fiber and nonwoven fabric of embodiment 2, the following effects can be obtained.
(1) The treating agent of embodiment 1 contains a specific ether ester compound and a specific ester condensate. Therefore, the wettability of the treatment agent to the polyolefin-based synthetic fiber is preferably improved.
(2) By attaching the treating agent according to embodiment 1, the durable hydrophilicity of the spun-bonded nonwoven fabric made of polyolefin-based synthetic fibers can be improved.
The above-described embodiments may be modified as follows. The above-described embodiments and the following modifications can be combined with each other within a range that is not technically contradictory.
In embodiment 2, the synthetic fiber to which the treatment agent is attached is a polyolefin-based synthetic fiber, but the present invention is not limited to this. The treating agent may be attached to synthetic fibers other than the polyolefin-based synthetic fibers. Similarly, the treating agent may be attached to a spun-bonded nonwoven fabric made of synthetic fibers other than polyolefin-based synthetic fibers. Examples of the synthetic fibers other than the polyolefin-based synthetic fibers include polyester-based fibers, polyamide-based fibers, polyacrylonitrile-based fibers, cellulose-based fibers, lignin-based fibers, and the like. These fibers may be composite synthetic fibers composed of 2 or more kinds.
Specific examples of the polyester fiber include polyethylene terephthalate (PET), polypropylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polylactic acid, and a composite polyester fiber containing these polyester resins. Examples of the polyester-based fibers include alkali-or acid-dyeable polyester fibers, antistatic polyester fibers, and modified polyester fibers such as flame-retardant polyester fibers.
The nonwoven fabric to which the treating agent is attached is a spunbond nonwoven fabric, but the method is not limited thereto. The treating agent may be attached to a nonwoven fabric other than the spunbond nonwoven fabric. The term "nonwoven fabric other than spunbond nonwoven fabric" means a nonwoven fabric in which a carded web is formed by a method other than spunbond.
In the case where the raw material fiber is a staple fiber, examples of the method for forming a carded web other than the spunbonding method include a dry method such as a carded web method or an air-laid method, and a wet method such as a papermaking method. When the raw material fiber is a long fiber, a melt blowing method or a flash spinning method can be exemplified. The inter-fiber bonding method includes chemical bonding, thermal bonding, pinhole, hydro-acupuncture, stitch bonding, and the like.
The treating agent may contain components generally used for the treating agent, such as a stabilizer or antistatic agent for maintaining the quality of the treating agent, a charge preventing agent, an adhesive, an antioxidant, an ultraviolet absorber, and a defoaming agent (silicone compound), within a range not impairing the effect of the present invention.
Examples
Examples and the like are given below for more specifically explaining the constitution and effects of the present invention, but the present invention is not limited to these examples. In the following description of examples and comparative examples,% represents% by mass.
Test class 1 (preparation of treatment agent for nonwoven fabrics made of polyolefin-based synthetic fibers)
(Examples 1 to 40 and comparative examples 1 to 7)
The 1 st ether ester compounds (A1-1 to A1-10) shown in tables 1 and 2 were prepared by the following methods. Among them, in A1-1 to A1-4 shown in Table 1, natural oils and fats were used as the ester compound of the polyhydric alcohol and the monohydric fatty acid.
In A1-1, 933g (1 mol) of castor oil and 2g (100 mol) of sodium hydroxide as a catalyst were added to an autoclave, and the atmosphere was replaced with nitrogen, and then 4400g (100 mol) of ethylene oxide was press-fitted to carry out an etherification reaction.
Next, 40g of a known inorganic synthetic adsorbent was added to the liquid in which the etherification reaction was performed, and the mixture was stirred at about 80℃for 30 minutes. Then, the mixture was transferred to a filter precoated with diatomaceous earth, and the inorganic synthetic adsorbent having the sodium hydroxide catalyst adsorbed thereon was removed to prepare A1-1. A1-2 to A1-4 are also prepared according to the synthesis method of A1-1.
The type and mole number of the ester compound and the type and mole number of the alkylene oxide in the 1 st ether ester compound are shown in the column "ester compound" and the column "alkylene oxide" in Table 1, respectively.
TABLE 1
As shown in Table 2, in A1-5, 62g (1 mol) of ethylene glycol as a polyhydric alcohol and 600g (2 mol) of 12-hydroxystearic acid as a monohydric fatty acid were charged into a reaction vessel, and an esterification reaction was carried out. The esterification reaction was carried out by adding 2g of potassium hydroxide as a catalyst to an autoclave, substituting the atmosphere with nitrogen, and press-fitting 1408g (32 moles) of ethylene oxide.
Then, 17g of a known inorganic synthetic adsorbent was added to the liquid in which the etherification reaction was performed, and the mixture was stirred at about 80℃for 30 minutes. Then, the mixture was transferred to a filter precoated with diatomaceous earth, and the inorganic synthetic adsorbent having the potassium hydroxide catalyst adsorbed thereon was removed to prepare A1-5. A1-6 to A1-10 are also modulated according to the synthesis method of A1-5.
The type and mole number of the ester compound and the type and mole number of the alkylene oxide in the 1 st ether ester compound are shown in the column "ester compound" and the column "alkylene oxide" in Table 2, respectively.
TABLE 2
Further, the 2 nd ether ester compounds (A2-1 to A2-20, ra-1, ra-2) shown in tables 3 and 4 were prepared by the following methods. Among them, in A2-1 to A2-12 shown in Table 3, natural oils and fats were used as ester compounds of polyhydric alcohols and monohydric fatty acids.
In A2-1, after adding 933g (1 mol) of castor oil and 2g of sodium hydroxide as a catalyst to an autoclave and substituting a gaseous atmosphere with nitrogen, 660g (15 mol) of ethylene oxide and 348g (6 mol) of propylene oxide were press-fitted to each other to carry out an etherification reaction.
Next, 16g of a known inorganic synthetic adsorbent was added to the liquid in which the etherification reaction was performed, and the mixture was stirred at about 80℃for 30 minutes. Then, it was transferred to a filter precoated with diatomaceous earth, and the inorganic synthetic adsorbent having adsorbed the sodium hydroxide catalyst was removed.
A2-1 was prepared by filling 600g (3 moles) of lauric acid, which was a fatty acid having 4 to 26 carbon atoms, with the liquid from which the sodium hydroxide catalyst had been removed, into a reaction vessel, and carrying out an esterification reaction. A2-2 to A2-12 are also prepared according to the synthesis method of A2-1.
The type and mole number of the ester compound, the type and mole number of the alkylene oxide, and the type and mole number of the fatty acid having 4 to 26 carbon atoms in the 2 nd ether ester compound are shown in the "ester compound" column, "alkylene oxide" column, and "fatty acid" column of Table 3, respectively.
TABLE 3
As shown in Table 4, in A2-13, 62g (1 mol) of ethylene glycol as a polyhydric alcohol and 600g (2 mol) of 12-hydroxystearic acid as a monohydric fatty acid were charged into a reaction vessel, and an esterification reaction was carried out. The esterification reaction was carried out by adding 2g of potassium hydroxide as a catalyst to an autoclave, substituting the atmosphere with nitrogen, and press-fitting 1408g (32 moles) of ethylene oxide.
Then, 17g of a known inorganic synthetic adsorbent was added to the liquid in which the etherification reaction was performed, and the mixture was stirred at 80℃for 30 minutes. Then, the mixture was transferred to a filter precoated with diatomaceous earth, and the inorganic synthetic adsorbent having the potassium hydroxide catalyst adsorbed thereon was removed.
847G (3 moles) of oleic acid, which is a fatty acid having 4 to 26 carbon atoms, and the liquid from which the potassium hydroxide catalyst had been removed were charged into a reaction vessel, and an esterification reaction was carried out to prepare A2-13. A2-14 to A2-20, ra-1 and Ra-2 are also prepared according to the method for synthesizing A2-13.
The type and mole number of the ester compound, the type and mole number of the alkylene oxide, and the type and mole number of the fatty acid having 4 to 26 carbon atoms in the 2 nd ether ester compound are shown in the "ester compound" column, "alkylene oxide" column, and "fatty acid" column of Table 4, respectively.
TABLE 4
Further, ester condensates (B-1 to B-21, rb-1 to Rb-3) shown in Table 5 were prepared. These ester condensates may be commercially available products or may be produced by a known method. When produced by a known method, it can be produced by, for example, a dehydration condensation reaction between a hydroxyl group and a carboxyl group contained in a raw material substance.
In Table 5, R 1、R2 represents a hydrocarbon group or a hydrogen atom in the hydroxycarboxylic acid having 6 to 22 carbon atoms shown in the above formula 2.
The types of R 1, R 2, the number of carbon atoms of hydroxycarboxylic acid, the degree of condensation, and the molecular structure of the ester condensate are shown in the column "R 1", the column "R 2", the column "the number of carbon atoms", the column "the degree of condensation", and the column "the molecular structure" in Table 5, respectively. Among the columns of the "molecular structure", the "cyclic" column is given "good" means having a cyclic molecular structure, and the "chain" column is given "good" means having a chain molecular structure.
TABLE 5
Next, using the components shown in Table 6, 99.5 parts by mass of the 1 st ether ester compound (A1-1) and 0.5 part by mass of the ester condensate (B-1) were added to a beaker. These were sufficiently stirred to prepare the treatment agent for a polyolefin-based synthetic fiber nonwoven fabric of example 1.
The treatment agents for nonwoven fabrics made of polyolefin-based synthetic fibers of examples 2 to 40 and comparative examples 1 to 7 were prepared in the same manner as in example 1 using the respective components shown in Table 6. The types and contents of the ether ester compound, the ester condensate, and the other components in the treating agent for nonwoven fabric made of polyolefin synthetic fibers are shown in the columns of "ether ester compound (a)", ester condensate (B) ", and other components (C)", respectively, in table 6.
TABLE 6
The details of C-1 to C-7 described in column (C) of the other components in Table 6 are as follows.
C-1: lauryl phosphate potassium salt
C-2: butyl phosphate potassium salt
C-3: sodium salt of alkyl (C12-16) sulfonate
C-4: polyethylene glycol (molecular weight 600)
C-5: compounds obtained by adding 10 moles of ethylene oxide to 1 mole of lauryl alcohol
C-6: compound C-7 obtained by adding 120 moles of propylene oxide to 1 mole of neopentyl glycol: compound obtained by adding 20 moles of ethylene oxide to 1 mole of stearic acid
Test class 2 (production of polyolefin-based spun-bonded nonwoven fabrics)
Polyolefin-based spunbonded nonwoven fabrics were produced using the treatment agent prepared in test class 1.
Specifically, the treatment agent prepared in test class 1 was diluted with water to a concentration of 0.25 mass% in an aqueous solution. Using the aqueous solution, a treatment tank (tank temperature 25 ℃ C.) was prepared, and a polypropylene spun-bonded nonwoven fabric (weight 20g/m 2) was immersed in the treatment tank for 5 minutes and then taken out. The polypropylene spunbonded nonwoven fabric was pressed with a press roll to a press ratio of 2g so that the amount of the aqueous solution adhered became 4g, and then air-blown and dried at 80℃for 30 minutes to obtain a treated nonwoven fabric having a solid content of 0.5 mass%.
Test class 3 (evaluation)
The evaluation items of the process performance of the treatment agents of examples 1 to 40 and comparative examples 1 to 7 were to evaluate the wettability to nonwoven fabrics. The evaluation item of the nonwoven fabric was to evaluate the durable hydrophilicity of the nonwoven fabric to which the treating agent was attached. The sequence of each test is shown below.
(Wettability)
The treatment agents described in examples and comparative examples were heated to about 70 ℃. The heated treatment agents were added to ion-exchanged water heated to about 50 ℃ with stirring to prepare 10% aqueous solutions of the treatment agents.
Next, the polypropylene nonwoven fabric to which the treating agent was not added was humidified in a constant temperature chamber having a relative humidity of 60% at 20 ℃ for 24 hours.
10. Mu.l of a 10% aqueous solution of each treatment agent was added dropwise to the humidified nonwoven fabric. The state in which the nonwoven fabric was impregnated with the treating agent was visually observed. The time until the treatment agent was completely impregnated was measured, and evaluated using the following evaluation criteria. The results are shown in the "wettability" column of Table 6.
Evaluation criterion of wettability
Very good: is soaked for less than 4 seconds
(Yet): 4 seconds or more and less than 6 seconds to achieve saturation
X (bad): can be soaked for more than 6 seconds
(Durable hydrophilic)
The spun-bonded nonwoven fabric produced in test class 2 was cut into 10cm×10cm pieces. The sheeted nonwoven fabric was humidified in a constant temperature chamber having a relative humidity of 60% at 20℃for 24 hours.
The humidified nonwoven fabric was placed on 5 sheets of filter paper. Next, a cylinder having an inner diameter of 1cm and open at both ends was placed on the center portion of the nonwoven fabric so that the axial direction was a vertical direction.
10Ml of 0.9% physiological saline was poured into the cylinder. The state of absorption of the physiological saline by the nonwoven fabric was visually observed, and the time until the physiological saline was completely absorbed was measured.
Then, the nonwoven fabric was taken out, and the nonwoven fabric was blown with warm air at 40 ℃ for 90 minutes to dry the nonwoven fabric by air blowing. After the air-blown drying, the test of humidifying the nonwoven fabric and absorbing physiological saline was repeated 3 times again. The results of the 3 rd pass were evaluated using the following evaluation criteria. The results are shown in the column "durable hydrophilicity" of Table 6.
Evaluation criterion of durable hydrophilicity
Very good: the time required for the physiological saline to be completely absorbed is less than 5 seconds
(Yet): the time required for the physiological saline to be completely absorbed is more than 5 seconds and less than 7 seconds
X (bad): the time required for the physiological saline to be completely absorbed is more than 7 seconds
From the results of table 6, it is clear that the wettability of the treatment agent for nonwoven fabric made of polyolefin synthetic fibers with respect to the polyolefin synthetic fibers can be improved preferably according to the present invention. In addition, the durable hydrophilicity of the polyolefin synthetic fiber spunbond nonwoven fabric to which the treatment agent for the polyolefin synthetic fiber nonwoven fabric is attached can be improved.
The present invention also includes the following modes.
(Appendix 1)
A treating agent for nonwoven fabrics is characterized in that: contains at least one of the following 1 st ether ester compound and the following 2 nd ether ester compound, and the following ester condensate.
Ether ester compound 1:1 mole of an alkylene oxide having 2 to 4 carbon atoms is added to 1 to 500 moles in total of an ester compound formed from a polyhydric alcohol and a monohydric fatty acid,
Ether ester compound 2: 1 mole of an ester compound formed by adding an alkylene oxide having 2 to 4 carbon atoms to 1 to 500 moles in total of a polyhydric alcohol and a monohydric fatty acid, and a compound formed by condensing a fatty acid having 4 to 26 carbon atoms.
Ester condensate: a condensate having a structural unit formed from a hydroxycarboxylic acid having 6 to 22 carbon atoms and having a condensation degree of 1 to 5, the hydroxycarboxylic acid having a hydroxyl group and a carboxyl group in the molecule.
(Appendix 2)
The nonwoven fabric treating agent according to appendix 1, wherein the content of said ester condensate is 0.01 to 20% by mass
(Appendix 3)
The nonwoven fabric treating agent according to appendix 1 or 2, wherein the total content of the 1 st ether ester compound, the 2 nd ether ester compound, and the ester condensate is 80 to 99.95 parts by mass of at least one selected from the 1 st ether ester compound and the 2 nd ether ester compound, and 0.05 to 20 parts by mass of the ester condensate, based on 100 parts by mass of the total content.
(Appendix 4)
The treating agent for nonwoven fabric according to any one of appendixes 1 to 3, wherein the hydroxycarboxylic acid is as shown in the following formula 3.
[ Chemical 3]
(R 1 is a saturated hydrocarbon group having 4 to 12 carbon atoms or an unsaturated hydrocarbon group having 4 to 12 carbon atoms,
R 2: a hydrogen atom or a saturated hydrocarbon group having 1 to 8 carbon atoms. )
(Appendix 5)
The nonwoven fabric treating agent according to appendix 4, wherein R 1 in the above formula 3 is a saturated hydrocarbon group having 8 to 10 carbon atoms or an unsaturated hydrocarbon group having 8 to 10 carbon atoms.
(Appendix 6)
The nonwoven fabric treating agent according to appendix 4 or 5, wherein R 2 in the above formula 3 is a saturated hydrocarbon group having 6 to 8 carbon atoms.
(Appendix 7)
The treating agent for nonwoven fabric according to any one of appendixes 1 to 6, wherein the ester condensate has a degree of condensation of 1 to 2 and has a cyclic molecular structure.
(Appendix 8)
A polyolefin synthetic fiber characterized in that: the treating agent for nonwoven fabric according to any one of appendixes 1 to 7 is attached.
(Appendix 9)
A spunbonded nonwoven fabric characterized by: the treating agent for nonwoven fabric according to any one of appendixes 1 to 7 is attached.

Claims (9)

1. A treatment agent for a nonwoven fabric made of polyolefin synthetic fibers, characterized by comprising:
Comprises at least one of the following 1 st ether ester compound and the following 2 nd ether ester compound, and the following ester condensate,
Ether ester compound 1:1 mole of an alkylene oxide having 2 to 4 carbon atoms is added to 1 mole of an ester compound formed from a polyhydric alcohol and a monohydric fatty acid in a total of 5 to 120 moles,
Ether ester compound 2: a compound obtained by condensing a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms to 1 mole of an ester compound obtained by adding a monohydric fatty acid to 1 mole of a polyhydric alcohol in a total of 5 to 120 moles of the ester compound with a fatty acid having 4 to 26 carbon atoms,
Ester condensate: a condensate having a structural unit formed from a hydroxycarboxylic acid having 6 to 18 carbon atoms and having a condensation degree of 1 to 4, the hydroxycarboxylic acid having a hydroxyl group and a carboxyl group in the molecule,
The resin composition contains 80 to 99.99 parts by mass of at least one selected from the group consisting of the 1 st ether ester compound and the 2 nd ether ester compound and 0.01 to 20 parts by mass of the ester condensate, with the total content of the 1 st ether ester compound, the 2 nd ether ester compound and the ester condensate being 100 parts by mass.
2. The treatment agent for a nonwoven fabric made of polyolefin-based synthetic fibers according to claim 1, wherein the total content of the 1 st ether ester compound, the 2 nd ether ester compound, and the ester condensate is 80 to 99.95 parts by mass and the ester condensate is 0.05 to 20 parts by mass, respectively, based on 100 parts by mass of the total content of the 1 st ether ester compound, the 2 nd ether ester compound, and the ester condensate.
3. The treating agent for nonwoven fabric made of polyolefin-based synthetic fibers according to claim 1 or 2, wherein the hydroxycarboxylic acid is one represented by the following formula 1,
[ Chemical 1]
In the chemical formula 1, the chemical formula is shown in the specification,
R 1: a saturated hydrocarbon group having 4 to 12 carbon atoms or an unsaturated hydrocarbon group having 4 to 12 carbon atoms,
R 2: a hydrogen atom or a saturated hydrocarbon group having 1 to 8 carbon atoms.
4. The treatment agent for nonwoven fabric made of polyolefin-based synthetic fibers according to claim 3, wherein R 1 in the above formula 1 is a saturated hydrocarbon group having 8 to 10 carbon atoms or an unsaturated hydrocarbon group having 8 to 10 carbon atoms.
5. The treatment agent for nonwoven fabric made of polyolefin-based synthetic fibers according to claim 3, wherein R 2 in the above formula 1 is a saturated hydrocarbon group having 6 to 8 carbon atoms.
6. The treatment agent for nonwoven fabric made of polyolefin-based synthetic fibers according to claim 4, wherein R 2 in the above formula 1 is a saturated hydrocarbon group having 6 to 8 carbon atoms.
7. The treating agent for nonwoven fabric made of polyolefin-based synthetic fibers according to claim 1 or 2, wherein the ester condensate has a degree of condensation of 1 to 2 and a cyclic molecular structure.
8. A polyolefin synthetic fiber characterized in that:
a treatment agent for nonwoven fabric made of polyolefin synthetic fibers according to any one of claims 1 to 7.
9. A spunbonded nonwoven fabric made of polyolefin synthetic fibers, characterized in that:
a treatment agent for nonwoven fabric made of polyolefin synthetic fibers according to any one of claims 1 to 7.
CN202180064270.7A 2020-09-28 2021-09-17 Treatment agent for nonwoven fabric made of polyolefin synthetic fibers, and spun-bonded nonwoven fabric made of polyolefin synthetic fibers Active CN116324081B (en)

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PCT/JP2021/034428 WO2022065261A1 (en) 2020-09-28 2021-09-17 Treatment agent for nonwoven fabrics formed of polyolefin synthetic fibers, polyolefin synthetic fiber, and spun-bonded nonwoven fabric formed of polyolefin synthetic fiber

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