Biomass water-soluble surfactant composition, ink and paper coating agent

Abstract

To provide a biomass water-soluble surfactant composition that imparts excellent wettability, permeability and takes care of solubility in water and an environmental issue, and an ink in which the composition is blended, and a paper coating agent.SOLUTION: A water-soluble surfactant composition has a biomass degree of 10% or more, comprising: (A) an acetylene glycol represented by the following formula (1): (wherein R1 and R2 each are an alkyl group having 1 to 5 carbon atoms) and / or an ethoxylated acetylene glycol represented by the following formula (2): (wherein R3 and R4 each are an alkyl group having 1 to 5 carbon atoms, m and n each are positive numbers of 0.5 to 25, and m+n is 1 to 40); and (B) at least one bio-derived polyoxyalkylene-added nonionic surfactant.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a biomass-based water-soluble surfactant composition. In particular, the present invention relates to an environmentally friendly biomass-based water-soluble surfactant composition, and to inks and paper coating agents containing the composition, which exhibit excellent solubility in water and low static and dynamic surface tensions, thereby exhibiting excellent wetting, penetration, and defoaming properties when incorporated into paper coating agents, inks, and the like. [Background technology]

[0002] In recent years, the printing and paper industries have been moving toward water-based inks due to environmental concerns, etc. However, when water-based inks are used, the drying speed is slower, which means production speeds are slower than with solvent-based inks. This has forced manufacturers to constantly respond to the need for higher speeds to improve productivity, and there is a demand for improved performance in inks and paper coating agents that can accommodate high-speed printing and coating.

[0003] In light of this, the ink and water-based paint industries require surfactants that have excellent surface tension reducing properties in order to impart wetting, penetration, and dispersibility to substrates. When selecting a surfactant, it is preferable that the static surface tension is excellent when the system is in a static state, and the dynamic surface tension index is important when using at high speeds due to the need for increased printing speeds to improve productivity as mentioned above.

[0004] Acetylenic glycol surfactants such as 2,4,7,9-tetramethyl-5-decyne-4,7-diol and its ethoxylated derivatives have a good balance between the ability to reduce static and dynamic surface tension, and have been used as wetting agents and dispersing aids for inks and paints.

[0005] However, acetylene glycol surfactants have problems such as low solubility in water or being solid at room temperature, so it is known that by using them in combination with polyoxyalkylene alkyl ethers, as disclosed in JP-A-2002-348500 and JP-A-2003-253599, transparency, wettability, permeability, defoaming properties, and dispersibility can be exhibited even in aqueous systems.

[0006] Furthermore, in recent years, the development of biomass printing inks using plant-derived resources as biomass resources has progressed. By using biomass-derived materials derived from plants as starting materials, the amount of carbon dioxide emitted during combustion is offset by the amount of carbon dioxide absorbed and fixed by the growth of plants, etc., so there is no effect on the increase or decrease of carbon dioxide in the air (also known as carbon neutral). Therefore, the use of biomass-derived materials in ink components is an urgent need to avoid an increase in carbon dioxide, a greenhouse gas. Therefore, there is a demand for biomass-based water-soluble surfactant compositions while maintaining the same performance as conventional water-soluble surfactant compositions. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Japanese Patent Application Laid-Open No. 2002-348500 [Patent Document 2] Japanese Patent Application Laid-Open No. 2003-253599 Summary of the Invention [Problem to be solved by the invention]

[0008] The present invention has been made to improve the above circumstances, and aims to provide a biomass-based water-soluble surfactant composition that has excellent solubility in water, exhibits excellent defoaming properties and dispersibility, and further has low dynamic surface tension, thereby imparting excellent wettability and penetrability, and that takes into consideration water solubility and environmental issues, as well as inks and paper coating agents incorporating the composition. [Means for solving the problem]

[0009] As a result of intensive research conducted by the present inventors to achieve the above-mentioned object, they have found that a water-soluble surfactant composition comprising a combination of (A) a specific acetylene glycol and / or an ethoxylated acetylene glycol and (B) a specific polyoxyalkylene-added nonionic surfactant exhibits excellent defoaming properties and dispersibility, and further has low dynamic surface tension, thereby imparting excellent wetting and penetration properties, good solubility in water, and is compatible with high-speed printing and high-speed coating, and furthermore is compatible with recent environmental issues, thereby completing the present invention.

[0010] That is, the present invention provides: [1] (A) The following formula (1) [ka] (In the formula, R 1 and R 2 Each represents an alkyl group having 1 to 5 carbon atoms.) and / or acetylene glycol represented by the following formula (2): [ka] (In the formula, R 3 and R 4 Each represents an alkyl group having 1 to 5 carbon atoms, m and n each represent a positive number of 0.5 to 25, and m+n is a value of 1 to 40. and the number of moles of ethylene oxide added is 1 to 12. ) Ethoxylated acetylene glycols represented by the formula: (B) Polyoxyalkylene-adducted nonionic surfactants containing at least one bio-derived polyoxyalkylene-adducted nonionic surfactant The polyoxyalkylene-added nonionic surfactant is a polyoxyalkylene addition polymer of a compound selected from aliphatic alcohols, unsaturated fatty acids, saturated fatty acids, fatty acid esters, sorbitan fatty acid esters, and glycerin fatty acid esters, each having 6 to 24 carbon atoms, and has an oxyalkylene addition mole number of 1 to 60 moles and an ethylene oxide addition mole number of 5 to 25 moles. Biomass content according to ASTM-D6866-22 45.9 % or more.

[0011] The present invention further provides the following [2] to [ 10The present invention provides a water-soluble surfactant composition having at least one of the following constitutions: [2] The water-soluble surfactant composition, wherein the component (B) is represented by the following formula (3): R 5 O(C2H4O) x (C3H6O) y H (3) (In the formula, R 5 has 6 or more carbon atoms 24 is a linear, cyclic or branched, saturated or unsaturated hydrocarbon group which may contain heteroatoms, the hydrocarbon group is a group selected from an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an unsaturated fatty acid residue, a saturated fatty acid residue, a fatty acid ester residue, a sorbitan fatty acid ester residue, and a glycerin fatty acid ester residue; x is 5 ~ 25 and y is a positive number of 0 or 1 to 60, and the oxyalkylene units in the parentheses of x and y may be bonded randomly or may have a block structure. [3] The water-soluble surfactant composition, wherein the amount of the component (A) is 5 to 80% by mass, based on the total mass of the composition, and the amount of the component (B) is 20 to 95% by mass, based on the total mass of the composition. [4] The water-soluble surfactant composition described above, wherein the component (B) has an HLB value of 10 to 18. [5] The water-soluble surfactant composition described above, wherein the component (B) has an HLB value of 12 to 16. [6] The component (B) has a biomass content in accordance with ASTM-D6866-22. 45.9 The water-soluble surfactant composition has a content of 100% to 150%. [7] In the formula (3), 、 The above water-soluble surfactant composition, wherein y is 0. [8] In the formula (3), R 5 is the number of carbon atoms 12 ~ 24 It is a hydrocarbon group the law of nature, The above water-soluble surfactant composition, wherein y is 0. [9] The water-soluble surfactant composition further contains (C) a water-soluble organic solvent.

[10] The water-soluble surfactant composition, wherein an aqueous solution containing the water-soluble surfactant composition at a concentration of 0.1% by mass has a dynamic surface tension of 60 mN / m or less at room temperature at 1 Hz and 10 Hz.

[0012] The present invention further comprises the following: 11 ]~[ 14

[0013] The present invention provides a paper coating agent or ink having at least one of the following compositions.

[11] Above [1]~[ 10 10. A paper coating agent comprising the water-soluble surfactant composition according to any one of claims 1 to 9.

[12] The paper coating agent, wherein the amount of the water-soluble surfactant composition is 0.05 to 10% by mass based on the total amount of the paper coating agent.

[13] Above [1]~[ 10 10. An ink comprising the water-soluble surfactant composition according to any one of claims 1 to 9.

[14] The ink described above, wherein the amount of the water-soluble surfactant composition is 0.05 to 10% by mass based on the total amount of the ink. [Effects of the Invention]

[0013] The water-soluble surfactant composition of the present invention has low dynamic surface tension, and when added to a paper coating agent, it can improve the dispersibility of the fine particles used in the receiving layer. Furthermore, when added to an ink, it can exhibit wettability, penetration, and defoaming properties for the substrate, and also exhibit printability and color development, making it suitable for high-speed printing and high-speed coating. Furthermore, the water-soluble surfactant composition of the present invention has a biomass content of 10% or more, making it environmentally friendly. These properties make the water-soluble surfactant composition of the present invention extremely advantageous in practical use. DETAILED DESCRIPTION OF THE INVENTION

[0014] The water-soluble surfactant composition of the present invention contains (A) a specific acetylene glycol and / or an ethoxylated acetylene glycol and (B) a specific polyoxyalkylene-added nonionic surfactant.

[0015] Component (A) The component (A) of the present invention is one or more acetylene glycols selected from acetylene glycols represented by the following formula (1) and / or ethoxylated acetylene glycols represented by the following formula (2). [ka] (In the formula, R 1 and R 2 represents an alkyl group having 1 to 5 carbon atoms. [ka] (In the formula, R 3 and R 4 each represents an alkyl group having 1 to 5 carbon atoms, m and n each represent a positive number of 0.5 to 25, and m+n is 1 to 40.

[0016] R 1 and R 2 R represents an alkyl group having 1 to 5 carbon atoms. 3 and R 4 Each represents an alkyl group having 1 to 5 carbon atoms. Preferably, R 1 and R 2 , and R 3 and R 4 are each independently an alkyl group having 3 to 5 carbon atoms. m and n are each a positive number of 0.5 to 25, preferably a positive number of 1 to 20. m+n is a positive number of 1 to 40, preferably a positive number of 2 to 35.

[0017] Examples of the acetylene glycol of the above formula (1) include 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol, 5,8-dimethyl-6-dodecyne-5,8-diol, 2,4,7,9-tetramethyl-5-decyne-4,7-diol, 4,7-dimethyl-5-decyne-4,7-diol, 8-hexadecyne-7,10-diol, 7-tetradecyne-6,9-diol, 2,3,6,7-tetramethyl-4-octyne-3,6-diol, 3,6-diethyl-4-octyne-3,6-diol, 3,6-dimethyl-4-octyne-3,6-diol, and 2,5-dimethyl-3-hexyne-2,5-diol. Examples of the ethoxylated acetylene glycol of the formula (2) include the above Examples include ethylene oxide derivatives of the above-mentioned acetylene glycol.

[0018] Here, the total number of moles of ethylene oxide added in the ethoxylated product represented by the above formula (2) is 1 to 40 moles, preferably 2 to 12 moles. If the total number of moles of ethylene oxide added exceeds 40 moles, the static and dynamic surface tensions of the ink composition increase.

[0019] The amount of component (A) blended is not particularly limited as long as it is contained as an active ingredient in the biomass water-soluble surfactant composition, but is preferably 5 to 80 mass% and more preferably 7 to 75 mass% based on the total mass of the composition. If the amount of component (A) blended exceeds the above upper limit, the solubility of the biomass water-soluble surfactant composition in water will be reduced. If it is less than the above lower limit, the generation of foam may increase. Note that component (A) having a desired biomass degree can be used as long as the biomass degree of the biomass water-soluble surfactant composition of the present invention satisfies the range described below.

[0020] (B) Component The component (B) of the present invention is a nonionic surfactant containing at least one bio-derived polyoxyalkylene-added nonionic surfactant. The polyoxyalkylene-added nonionic surfactant is preferably a polyoxyalkylene addition polymer of a compound selected from aliphatic alcohols, unsaturated fatty acids, saturated fatty acids, fatty acid esters, sorbitan fatty acid esters, and glycerin fatty acid esters, each having 6 to 60 carbon atoms, and preferably has an oxyalkylene addition mole number of 1 to 60 moles. The polyoxyalkylene addition polymer is preferably a polyethylene oxide addition polymer, a polypropylene oxide addition polymer, or a polyethylene oxide-polypropylene oxide addition polymer. The oxyalkylene addition mole number is preferably 1 to 60, more preferably 5 to 60, more preferably 30 to 60, and even more preferably 35 to 60.

[0021] The component (B) of the present invention is preferably represented by the following formula (3). R 5 O(C2H4O) x (C3H6O) y H (3) In formula (3), R 5 represents a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 6 to 60 carbon atoms and optionally containing a heteroatom, x is a positive number from 1 to 60, y is 0 or a positive number from 1 to 60, and the oxyalkylene units in the parentheses of x and y may be bonded randomly or may have a block structure.

[0022] x is a positive number from 1 to 60. The compound may be one in which x is a positive number from 5 to 30, preferably a positive number from 5 to 25, but preferably x is a positive number from 5 to 60, more preferably x is a positive number from 10 to 60, more preferably x is a positive number from 30 to 60, and even more preferably x is a positive number from 35 to 60. y is 0 or a positive number from 1 to 60, preferably 0 or a positive number from 1 to 50. x+y is preferably 1 to 60, preferably 5 to 60, more preferably 30 to 60, and even more preferably 35 to 60. Particularly preferably, y is 0.

[0023] R 5 is a linear, cyclic or branched, saturated or unsaturated hydrocarbon group which may contain a heteroatom and has 6 to 60 carbon atoms, preferably 10 to 60 carbon atoms. The number of carbon atoms in the hydrocarbon group is more preferably 10 to 29, even more preferably 10 to 24, or more preferably 25 to 60, even more preferably 30 to 60. The hydrocarbon group is more preferably a group selected from an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, an unsaturated fatty acid residue, a saturated fatty acid residue, a fatty acid ester residue, a sorbitan fatty acid ester residue, and a glycerin fatty acid ester residue. Examples of aliphatic hydrocarbon groups include alkyl groups such as decyl, undecyl, lauryl, tridecyl, tetradecyl, pentadecyl, palmityl, heptadecyl, stearyl, behenyl, 2-ethylhexyl, and isostearyl; and alkenyl groups such as oleyl, palmitoyl, and eicosenyl. Examples of alicyclic hydrocarbon groups include monocyclic or polycyclic cycloalkyl groups having 6 to 60 carbon atoms. Examples of aromatic hydrocarbon groups include phenyl, naphthyl, and biphenyl. R 5 is more preferably a decyl group, an undecyl group, a lauryl group, a stearyl group, or an oleyl group.

[0024] R 5 Examples of the polyoxyalkylene-added nonionic surfactant in which is an unsaturated fatty acid residue, a saturated fatty acid residue, a fatty acid ester residue, a sorbitan fatty acid ester residue, or a glycerin fatty acid ester residue include polyoxyalkylene addition polymers of palmitoleic acid, sapienic acid, oleic acid, erucic acid, linoleic acid, docosadienoic acid, linolenic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, cerotic acid, sorbitan oleate, sorbitan laurate, sorbitan stearate, castor oil, and hydrogenated castor oil. Preferred are polyethylene oxide addition polymers, polypropylene oxide addition polymers, and polyethylene oxide-polypropylene oxide addition polymers, and more preferred are polyethylene oxide addition polymers.

[0025] More preferably, the component (B) is a polyoxyalkylene-added nonionic surfactant represented by the following formula (4). R 5 O(C2H4O) x H (4) (In the formula, R 5 is a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 6 to 60 carbon atoms and which may contain a heteroatom, and x is a positive number of 1 to 60.

[0026] More preferably, the component (B) is a polyoxyalkylene-added nonionic surfactant represented by the following formula (4'): R 5 O(C2H4O) x H (4') (In the formula, R 5 is a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 30 to 60 carbon atoms, which may contain a heteroatom, and x is a positive number of 30 to 60. In the above formula (4'), R 5 is a linear or branched, saturated or unsaturated hydrocarbon group having 35 to 60 carbon atoms, and x is preferably 35 to 60.

[0027] More specifically, examples of compounds in which y is 0 include the following compounds. C 12 H 25 O(C2H4O)1H C 12 H 25 O(C2H4O)2H C 12 H 25 O(C2H4O)3H C 12 H 25 O(C2H4O)4H C 12 H 25 O(C2H4O)5H C 12 H 25 O(C2H4O)6H C 12 H 25O(C2H4O)7H C 12 H 25 O(C2H4O)9H C 12 H 25 O(C2H4O) 10 H C 12 H 25 O(C2H4O) 12 H C 12 H 25 O(C2H4O) 16 H C 12 H 25 O(C2H4O) 23 H C 12 H 25 O(C2H4O) 30 H C 16 H 33 O(C2H4O)5H C 16 H 33 O(C2H4O)7H C 16 H 33 O(C2H4O) 20 H C 16 H 33 O(C2H4O) 25 H C 18 H 37 O(C2H4O)5H C 18 H 37 O(C2H4O)7H C 18 H 37 O(C2H4O) 12 H C 18 H 37 O(C2H4O) 20 H C 18 H 37 O(C2H4O) 25 H C 18 H 35 O(C2H4O)5H C 18 H 35 O(C2H4O)25 H C 18 H 35 O2(C2H4O)6H (ethylene oxide addition polymer of saturated fatty acids) C 18 H 33 O2(C2H4O)3H (ethylene oxide addition polymer of unsaturated fatty acids) C 18 H 33 O2(C2H4O)6H (ethylene oxide addition polymer of unsaturated fatty acids) C 18 H 33 O2(C2H4O) 12 H (ethylene oxide addition polymer of unsaturated fatty acids) C 18 H 31 O6(C2H4O) 20 H3 (ethylene oxide addition polymer of sorbitan saturated fatty acid) C 24 H 41 O6(C2H4O) 20 H3 (ethylene oxide addition polymer of sorbitan unsaturated fatty acids) C 57 H 104 O9(C2H4O) 55 H3 (ethylene oxide addition polymer of glycerin unsaturated fatty acid ester) C 57 H 110 O9(C2H4O) 60 H3 (ethylene oxide addition polymer of glycerin saturated fatty acid ester) The following can be mentioned:

[0028] Examples of compounds in which y is a positive number include the following compounds. C 12 H 25 O(C2H4O)6(C3H6O)2(C2H4O)6(C3H6O)8H, C 13 H 27 O(C2H4O)6(C3H6O)2(C2H4O)6(C3H6O)8H, C 12 H 25 O(C2H4O)w (C3H6O) x (C2H4O) y (C3H6O) z H (where w + y = 15, x + z = 4), C 13 H 27 O(C2H4O) w (C3H6O) x (C2H4O) y (C3H6O) z H (where w + y = 15, x + z = 4), C 12 H 25 O(C2H4O)8(C3H6O)2(C2H4O)6H, C 13 H 27 O(C2H4O)8(C3H6O)2(C2H4O)6H, C 12 H 25 O(C2H4O) 12 (C3H6O)2(C2H4O) 12 H, C 13 H 27 O(C2H4O) 12 (C3H6O)2(C2H4O) 12 H, CH3(CH2)9(CH3)HO(C2H4O)7(C3H6O) 4.5 H, CH3(CH2) 11 [[ID=6l]](CH3)CHO(C2H4O)7(C3H6O)<00OO146>H, CH3(CH2)9(CH3)CHO(C2H4O)5(C3H6O) 3.5 H, CH3(CH2) 11 (CH3)CHO(C2H4O)5(C3H6O) 3.5 H, C 14 H 29 O(C2H4O) 14 (C3H6O)2H, and C 11 H 23 O(C2H4O)8H, C 10 H 21 O(C2H4O) 11 H These may be used alone or in combination of two or more.

[0029] Commercially available polyoxyalkylene-added nonionic surfactants include the Genapol LA series, Emulsogen series, Genagen O series, and Hostacerin series of the VITA series manufactured by CLARIANT. It is particularly preferable to use the Genapol LA series, Emulsogen series, Genagen O series, or Hostacerin series of the VITA series manufactured by CLARIANT, which use biomass raw materials. Other examples include the Naloacty series, Sedran series, and Emulmin series manufactured by Sanyo Chemical Industries, Ltd., the Emulgen series manufactured by Kao Corporation, the Conion series and Likanon series manufactured by New Japan Chemical Co., Ltd., and the Adekataol series manufactured by ADEKA Corporation.

[0030] The component (B) of the present invention contains at least one bio-derived polyoxyalkylene-added nonionic surfactant. The polyoxyalkylene-added nonionic surfactant preferably has a biomass degree of 10% or more, i.e., a biomass degree of 10 to 100%, preferably a biomass degree of 20 to 100%, and more preferably a biomass degree of 30 to 100%. Furthermore, the component (B) of the present invention may contain one or more petroleum-derived polyoxyalkylene-added nonionic surfactants in combination with one or more bio-derived polyoxyalkylene-added nonionic surfactants. When two or more polyoxyalkylene-added nonionic surfactants are combined, the biomass degree of the entire polyoxyalkylene-added nonionic surfactants should be within the above range. The biomass degree of the component (B) is calculated according to ASTM-D6866-22 by the method described below. The biomass content of a polyoxyalkylene-added nonionic surfactant is the ratio of the carbon content of the polyoxyalkylene-added nonionic surfactant to the total carbon content of the polyoxyalkylene-added nonionic surfactant. 14 C is the percentage of carbon.

[0031] The average molecular weight of the polyoxyalkylene-added nonionic surfactant, component (B), is a weight-average molecular weight measured by GPC, and is preferably 500 to 10,000, and more preferably 500 to 6,000. If the molecular weight is less than 500, the solubilizing ability and solubility in water are reduced, resulting in the generation of dissolved matter when blended into ink. On the other hand, if the molecular weight exceeds 10,000, the dynamic surface tension is high, which can cause bleeding during printing.

[0032] In the polyoxyalkylene-added nonionic surfactant of component (B), the number of moles of ethylene oxide added is preferably 1 to 60. If the number of moles of ethylene oxide added is less than 1 mole, the solubilizing ability decreases and aggregates occur. On the other hand, if the number of moles of ethylene oxide added exceeds 60 moles, the solubilizing ability increases, but the dynamic surface tension increases, causing repelling during high-speed coating.

[0033] The HLB of the polyoxyalkylene-added nonionic surfactant, component (B), is preferably 10 to 18, and particularly preferably 12 to 16. If the HLB is less than 10, the hydrophobicity increases, the solubility in water decreases, and sufficient water solubility cannot be obtained. If the HLB is more than 18, the dynamic surface tension is high, which can cause bleeding during printing.

[0034] The amount of component (B) contained in the water-soluble surfactant composition of the present invention is not particularly limited, as long as it is contained as an active ingredient in the biomass-based water-soluble surfactant composition. It is preferably 20 to 95% by mass, more preferably 25 to 90% by mass, and even more preferably 30 to 75% by mass, based on the total mass of the composition. More preferably, the amount of component (B) is 20 to 95 parts by mass, more preferably 25 to 90 parts by mass, and even more preferably 30 to 75 parts by mass, based on 100 parts by mass of the total of components (A) and (B). If the content of component (B) is less than the above lower limit, component (A) is not sufficiently solubilized, water solubility is reduced, and aggregates are generated during blending. On the other hand, if the content of component (B) exceeds the above upper limit, foaming during blending increases, resulting in increased dynamic surface tension and uneven coating and cissing.

[0035] The water-soluble surfactant composition of the present invention may further contain a third component (C), which may be a water-soluble organic solvent such as ion-exchanged water, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,4-butanediol, or glycerin. The amount of component (C) is 0 to 70% by mass, preferably 0 to 60% by mass, and more preferably 0 to 50% by mass, based on 100% by mass of the water-soluble surfactant composition, as long as it does not impair the properties of the water-soluble surfactant composition. When a water-soluble organic solvent is contained, the lower limit should be 1% by mass or more, preferably 5% by mass or more.

[0036] The water-soluble surfactant composition of the present invention can be obtained by mixing the above-mentioned components by a known mixing and preparation method such as a propeller mixer. In addition, components that are solid at room temperature are mixed while heating (50 to 80°C) as necessary.

[0037] The biomass-based water-soluble surfactant composition of the present invention is characterized by having a biomass degree of 10% or more, more preferably 20% or more. There is no particular upper limit to the biomass degree, but it is preferably 100% or less, more preferably 90% or less, and even more preferably 80% or less. Here, plant (biomass)-derived and petroleum-derived raw materials do not differ in physical properties such as molecular weight, mechanical properties, and thermal properties. Therefore, the biomass degree is generally used to distinguish between them. In the present invention, the biomass degree is the ratio of the carbon content of the surfactant composition to the total carbon content in the surfactant composition. 14 C is the percentage of carbon.

[0038] Carbon from petroleum-derived raw materials is 14 Since it does not contain C carbon (radioactive carbon 14, half-life 5730 years), it can be distinguished from carbon derived from plants (biomass). 14 The concentration of C carbon is measured by accelerator mass spectrometry and used as an index of the content of plant-derived raw materials. 14 By measuring the C carbon concentration, the biomass ratio, which corresponds to the content of plant-derived carbon, can be obtained.

[0039] To measure the biomass content, the sample to be measured is burned to generate carbon dioxide, which is then purified in a vacuum line and reduced with hydrogen using iron as a catalyst to generate graphite. This graphite is then loaded into a dedicated C14-AMS device (manufactured by NEC) based on a tandem accelerator. 14 Counting C, 13 C concentration (C13 / C12), 14 The carbon concentration (C14 / C12) was measured, and the carbon content of the sample was compared to the standard modern carbon. 14 The C concentration ratio is calculated. In this measurement, oxalic acid (HOXII) provided by the National Institute of Standards (NIST) was used as the standard sample. The method for analyzing the biomass degree is established in the international standards ASTM-D6866 and ISO 16620. In the present invention, the biomass degree is a value calculated in accordance with ASTM-D6866-22.

[0040] The biomass-based water-soluble surfactant composition of the present invention preferably has a dynamic surface tension of 60 mN / m or less at 1 Hz and 10 Hz at 0.1% by mass aqueous solution, more preferably 55 mN / m or less, and even more preferably 50 mN / m or less. If the dynamic surface tension of a 0.1% by mass aqueous solution of the water-soluble surfactant composition at 1 Hz and 10 Hz exceeds the above lower limit, even if no repelling is observed when applying with a brush or bar coater, repelling or bleeding due to insufficient penetration may occur when printing with a printer or coater. The dynamic surface tension is a value measured at 1 Hz and 10 Hz for a 0.1% by mass aqueous solution of the water-soluble surfactant composition using a bubble pressure dynamic surface tensiometer, KRUSS BP-100 (manufactured by KRUSS).

[0041] The static surface tension of the biomass-based water-soluble surfactant composition of the present invention is preferably about 40 mN / m or less, as measured on a 0.1% by mass aqueous solution of the water-soluble surfactant composition using a surface tensiometer DY-500 (manufactured by Kyowa Interface Science Co., Ltd.).

[0042] The biomass-based water-soluble surfactant composition of the present invention can have defoaming properties against water-soluble polymer compounds. The defoaming properties can be evaluated by measuring the foaming properties. For example, the foaming height (foaming property) after shaking for 1 minute is preferably 40 ml or less, more preferably 35 ml or less. Furthermore, the foaming height (defoaming property) after shaking for 1 minute and then leaving to stand for 5 minutes is preferably 40 ml or less, more preferably 35 ml or less. If the foaming value exceeds 40 ml, bleeding due to poor ink dispersibility may occur.

[0043] The water-soluble polymer compound is not particularly limited and can be appropriately selected from known compounds. Examples of natural water-soluble polymer compounds include plant-derived polymer compounds such as gum arabic, tragan gum, guar gum, karaya gum, locust bean gum, arabinogalactone, pectin, and quince seed starch; seaweed-derived polymer compounds such as alginic acid, carrageenan, and agar; animal-derived polymer compounds such as gelatin, casein, albumin, and collagen; and microbial-derived polymer compounds such as xanthan gum and dextran. Examples of water-soluble polymer compounds chemically modified from natural products include cellulose-based polymer compounds such as methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, and carboxymethylcellulose; starch-based polymer compounds such as sodium starch glycolate and sodium starch phosphate; and seaweed-derived polymer compounds such as propylene glycol alginate. Furthermore, examples of synthetic water-soluble polymer compounds include vinyl polymer compounds such as polyvinyl alcohol, polyvinylpyrrolidone, and polyvinyl methyl ether; polyacrylamide, polyacrylic acid or an alkali metal salt thereof; acrylic resins such as water-soluble styrene-acrylic resin; water-soluble styrene-maleic acid resin; water-soluble vinylnaphthalene-acrylic resin; water-soluble vinylnaphthalene-maleic acid resin; polyvinylpyrrolidone, polyvinyl alcohol, polyallylamine, polyethyleneimine, alkali metal salts of β-naphthalenesulfonic acid-formalin condensates; and polymer compounds having, in their side chains, salts of cationic functional groups such as quaternary ammonium and amino groups.

[0044] When the biomass water-soluble surfactant composition of the present invention is used as an aqueous wetting agent for a paper coating agent, or when the biomass water-soluble surfactant composition is used to produce ink, the water-soluble surfactant composition is preferably contained in an amount of 0.05 to 10 mass %, more preferably 0.05 to 5 mass %, based on the total amount of the paper coating agent or the total amount of the ink.

[0045] The paper coating agent containing the biomass-based water-soluble surfactant composition of the present invention can contain, in addition to the water-soluble surfactant composition of the present invention, fine particles, a hydrophilic binder, and other additives.

[0046] Examples of the fine particles include at least one type of fine particles selected from organic fine particles, silica fine particles, alumina fine particles, and pseudoboehmite-type aluminum hydroxide fine particles. Among these, silica fine particles, alumina fine particles, and pseudoboehmite-type aluminum hydroxide fine particles are preferred. The average primary particle diameter of the fine particles is preferably 50 nm or less, more preferably 30 nm or less, and particularly preferably 15 nm or less. In particular, when the average primary particle diameter of the fine particles is 15 nm or less, the ink absorption characteristics can be effectively improved and the gloss of the ink-receiving layer surface can also be increased. Furthermore, although there is no particular lower limit for the average primary particle diameter of the fine particles, it is preferably 1 nm or more. The amount of fine particles to be incorporated into the paper coating agent is not particularly limited, but is preferably 1 to 50 mass % of the paper coating agent, and more preferably 5 to 40 mass %.

[0047] Examples of hydrophilic binders include polyvinyl alcohol, oxidized starch, etherified starch, cellulose derivatives such as carboxymethyl cellulose and hydroxyethyl cellulose, casein, gelatin, soy protein, silanol-modified polyvinyl alcohol, conjugated diene latexes such as styrene-butadiene copolymer and methyl methacrylate-butadiene copolymer, acrylic copolymer latexes such as acrylate and methacrylate copolymers, vinyl polymer latexes such as ethylene-vinyl acetate copolymer, and synthetic resins such as maleic anhydride resin, melamine resin, urea resin, polymethyl methacrylate, polyurethane resin, unsaturated polyester, polyvinyl butyral, and alkyd resin. These can be used alone or in combination. From the viewpoint of ink absorbency, it is more preferable to contain at least one selected from polyvinyl alcohol resins, cellulose resins, resins having an ether bond, resins having a carbamoyl group, resins having a carboxy group, and gelatins. When using the above polyvinyl alcohol, the degree of saponification is preferably 82 mol% or more, more preferably 86 to 99 mol%, from the viewpoint of color density. Furthermore, the degree of polymerization is preferably 300 to 4,500, more preferably 500 to 2,600, from the viewpoint of obtaining sufficient film strength. The amount of hydrophilic binder to be blended into the paper coating agent is not particularly limited, but is preferably 45 to 95% by mass, more preferably 55 to 90% by mass, of a 1 to 5% by mass aqueous solution in the paper coating agent.

[0048] Other additives that can be appropriately blended include pigment dispersants, thickeners, flow improvers, antifoaming agents, foam inhibitors, release agents, foaming agents, penetrating agents, coloring dyes, coloring pigments, fluorescent whitening agents, UV absorbers, antioxidants, preservatives, mildew inhibitors, water-resistant whitening agents, wet strength agents, and dry strength agents. These additives can be added as the remainder after subtracting the amounts of the above-mentioned components from 100% by mass of the paper coating agent.

[0049] A paper coating agent can be obtained by blending the biomass-based water-soluble surfactant composition of the present invention, fine particles, a hydrophilic binder, and other additives. The paper coating agent can be applied to the surface to be coated for printing by a known method such as gravure coating, which is used for dipping, painting, or spraying, to obtain coated paper. In this case, the coating amount is 3 to 50 g / m. 2 , more preferably 5 to 20 g / m 2 Coated paper can be obtained by controlling the coating speed to 20 to 2,000 m / min, more preferably 40 to 2,000 m / min.

[0050] The ink containing the water-soluble surfactant composition of the present invention may contain, in addition to the water-soluble surfactant composition of the present invention, a colorant, a solvent such as water or a solvent, a resin, and other additives.

[0051] As the colorant, dyes, organic pigments, or inorganic pigments can be suitably used. For example, as the dye, colorants classified as acid dyes, direct dyes, reactive dyes, vat dyes, sulfur dyes, or food colorants in the Color Index, as well as colorants classified as oil-soluble dyes or basic dyes can also be used. Furthermore, as the pigment for black ink, carbon blacks (CI Pigment Black 7) such as furnace black (color black), lamp black, acetylene black, and channel black, specifically, for example, Raven 7000, Raven 5750, Raven 5250, Raven 5000, Raven 3500, Raven 2000, Raven 1500, Raven 1250, Raven 1200, Raven 1190 ULTRA-II, Raven 1170, and Raven 1255 (all manufactured by Columbia), Black Pearls (Black Pearls L, Regal 400R, Regal 330R, Regal 660R, Mogul L, Monarch 700, Monarch 800, Monarch 880, Monarch 900, Monarch 1000, Monarch 1100, Monarch 1300, Monarch 1400, Vulcan XC-72R (all manufactured by Cabot), Color Black FW1, Color Black FW2, Color Black FW2V, Color Black FW18, Color Black FW200, Color Black S150, Color Black S160, Color Black S170, Printex 35, Printex U, Printex V, Printex 140U, Printex 140V, Special Black Black) 6, Special Black 5, Special Black 4A, Special Black 4 (all manufactured by Degussa), No. 25, No. 33, No. 40, No. 47, No. 52, No. 900, No. 2300, MCF-88, MA600, MA7, MA8, MA100 (all manufactured by Mitsubishi Chemical Corporation), etc., or metals such as copper oxide, iron oxide (CI Pigment Black 11), titanium oxide, etc., and organic pigments such as aniline black (CI Pigment Black 1).Further, for color inks, CI Pigment Yellow 1 (Fast Yellow G), 3, 12 (Disazo Yellow AAA), 13, 14, 17, 24, 34, 35, 37, 42 (Yellow Iron Oxide), 53, 55, 74, 81, 83 (Disazo Yellow HR), 93, 94, 95, 97, 98, 100, 101, 104, 108, 109, 110, 117, 120, 128, 138, 153 , 180, CI Pigment Red 1, 2, 3, 5, 17, 22 (Brilliant First Scarlet), 23, 31, 38, 48:2 (Permanent Red 2B (Ba)), 48:2 (Permanent Red 2B (Ca)), 48:3 (Permanent Red 2B (Sr)), 48:4 (Permanent Red 2B (Mn)), 49:1, 52:2, 53:1, 57:1 (Brilliant Ca Rhodamine 6B), 60:1, 63:1, 63:2, 64:1, 81 (Rhodamine 6G Lake), 83, 88, 101 (Red Iron), 104, 105, 106, 108 (Cadmium Red), 112, 114, 122 (Quinacridone Magenta), 123, 146, 149, 166, 168, 170, 172, 177, 178, 179, 185, 190, 193, 202, 206, 209, 219, CI Pigment Violet 19, 23, CI Pigment Orange 36, CI Pigment Blue 1, 2, 15 (Phthalocyanine Blue R), 15:1, 15:2, 15:3 (Phthalocyanine Blue G), 15:4, 15:6 (Phthalocyanine Blue E), 16, 17:1, 56, 60, 63, CI Pigment Green 1, 4, 7, 8, 10, 17, 18, 36, etc. The amount of colorant blended into the ink is not particularly limited, but is preferably 0.1 to 15% by mass, more preferably 2 to 10% by mass.

[0052] Examples of solvents include water, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, polyethylene glycols with a molecular weight of 2,000 or less, 1,3-propylene glycol, isopropylene glycol, isobutylene glycol, 1,4-butanediol, 1,3-butanediol, 1,5-pentanediol, 1,6-hexanediol, glycerin, glycols such as mesoerythritol and pentaerythritol, alkyl alcohols having 1 to 4 carbon atoms, glycol ethers, formamide, acetamide, dimethyl sulfoxide, sorbitan, acetin, diacetin, triacetin, and sulfolane, and one or more of these can be appropriately selected and used. The amount of solvent to be blended into the ink is not particularly limited, but is preferably 50 to 99% by mass, more preferably 60 to 95% by mass, of the ink.

[0053] As the resin, the hydrophobic group of the substance forming the polymer is preferably at least one selected from alkyl groups, cycloalkyl groups, and aryl groups. The hydrophilic group is preferably at least a carboxyl group, a sulfonic acid group, a hydroxyl group, an amino group, an amide group, or a base thereof. Examples of substances that can be used to form the dispersed polymer include monomers and oligomers having an acryloyl group, methacryloyl group, vinyl group, or aryl group with a double bond.For example, styrene, tetrahydrofurfuryl acrylate, butyl methacrylate, (α,2,3 or 4)-alkylstyrene, (α,2,3 or 4)-alkoxystyrene, 3,4-dimethylstyrene, α-phenylstyrene, divinylbenzene, vinylnaphthalene, dimethylamino(meth)acrylate, dimethylaminoethyl(meth)acrylate, dimethylaminopropylacrylamide, N,N-dimethylaminoethyl acrylate, acryloylmorpholine, N,N-dimethylacrylamide, N-isopropylacrylamide, N,N-diethylacrylamide, methyl(meth)acrylate, ethyl(meth)acrylate, propyl(meth)acrylate, ethylhexyl(meth)acrylate, other alkyl(meth)acrylates, methoxydiethylene glycol(meth)acrylate, (meth)acrylates of diethylene glycol or polyethylene glycol with ethoxy, propoxy or butoxy groups, cyclohexyl(meth)acrylate, benzene In addition to monofunctional (meth)acrylates such as methyl (meth)acrylate, phenoxyethyl (meth)acrylate, isobornyl (meth)acrylate, hydroxyalkyl (meth)acrylate, other fluorine-containing, chlorine-containing, and silicon-containing (meth)acrylates, (meth)acrylamide, maleic acid amide, and (meth)acrylic acid, when a crosslinked structure is to be introduced, (mono, di, tri, tetra, or poly)ethylene glycol di(meth)acrylate, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1, Compounds having an acrylic or methacrylic group can be used, such as (meth)acrylates of 8-octanediol and 1,10-decanediol, trimethylolpropane tri(meth)acrylate, glycerin (di, tri)(meth)acrylate, di(meth)acrylate of an ethylene oxide adduct of bisphenol A or F, neopentyl glycol di(meth)acrylate, pentaerythritol tetra(meth)acrylate, and dipentaerythritol hexa(meth)acrylate. The amount of resin to be blended into the ink is not particularly limited, but is preferably 0 to 30% by mass, more preferably 0 to 20% by mass. When blended, it is preferably 1% by mass or more.

[0054] Other additives that can be added as appropriate include ultraviolet absorbers, antioxidants, pH adjusters, preservatives, viscosity adjusters, etc. These other additives can be added as the remainder of 100% by mass of the ink composition in addition to the above materials.

[0055] Ink with excellent properties can be obtained by dispersing / dissolving the biomass-based water-soluble surfactant composition of the present invention, mixing and stirring the mixture with a colorant, a solvent, a resin, and other additives. The ink exhibits excellent printing properties when its viscosity is adjusted to 4 mPa s or less (excluding 0). [Example]

[0056] The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited to the following examples. In the following examples, parts and % represent parts by mass and % by mass, respectively.

[0057] The components used in the examples and comparative examples are as follows. [Component A] (A-1): Ethoxylated 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol (molecular weight: 430, HLB: 9.8, R in the above formula (2) 1 is a 3-methylbutyl group, and R 2 is a methyl group, and the average value of m+n in formula (2) (average number of moles of EO groups added) is 4. (A-2): 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol (molecular weight: 430, HLB: 2.7, R 1 is a 3-methylbutyl group, and R 2 is a methyl group) (A-3): 2,4,7,9-tetramethyl-5-decyne-4,7-diol (molecular weight: 226, HLB: 3.0, R 1 is a 2-methylpropyl group, and R 2 is a methyl group)

[0058] [Component B] The HLB values ​​below are calculated using the Griffin method. (B-1): Lauryl alcohol ethoxylate R 5 O(C2H4O)7H In the above formula, R 5 A mixture of compounds in which the alkyl group is C12 to C14, the average number of moles of EO groups added is 7 (Laureth-7), HLB value: 12.5, molecular weight: 500 (B-2): Lauryl alcohol ethoxylate R 5 O(C2H4O) 10 H In the above formula, R 5 A mixture of compounds in which the alkyl group is C12 to C14, and the average number of moles of EO groups added is 10 (Laureth-10) HLB value: 14.1, molecular weight: 650 (B-3): Lauryl alcohol ethoxylate R 5 O(C2H4O) 12 H In the above formula, R 5 A mixture of compounds in which the alkyl group is C12 to C14, and the average number of moles of EO groups added is 12 (Laureth-12). HLB value: 14.8, molecular weight: 750 (B-4): Lauryl alcohol ethoxylate R 5 O(C2H4O) 16 H In the above formula, R 5 A mixture of compounds with alkyl groups of C12 to C14, with an average number of EO groups added of 16 (Laureth-16). HLB value: 15.8, molecular weight: 900 (B-5): Cetearyl alcohol ethoxylate R 5 O(C2H4O) 20 H In the above formula, R 5 A mixture of compounds with alkyl groups of C16 to C18, with an average number of EO groups added of 20 (ceteareth-20) HLB value: 15.7, molecular weight: 1200 (B-6): Polyoxyethylene sorbitan monolaurate It is an ethylene oxide addition polymer of sorbitan monolaurate, with an average number of EO groups added of 20 (Polysorbate 20). HLB value: 14.4, molecular weight: 1300 (B-7): Polyoxyethylene sorbitan oleate It is an ethylene oxide addition polymer of sorbitan monooleate, with an average number of EO groups added of 20 (Polysorbate 80). HLB value: 13.4, molecular weight: 1300 (B-8): Polyoxyethylene-added castor oil It is an ethylene oxide addition polymer of castor oil, with an average number of EO groups added of 55 (PEG55-castor oil). HLB value: 14.8, molecular weight: 3500 (B-9): Polyoxyethylene hydrogenated castor oil It is an ethylene oxide addition polymer of hydrogenated castor oil, with an average number of EO groups added of 60 (PEG60-hydrogenated castor oil). HLB value: 14.4, molecular weight: 3700

[0059] Reference surfactant: (C-1): Naroacty CL-160 (polyoxyalkylene alkyl ether, HLB=15.2, alkylene oxide adduct of synthetic higher alcohol)

[0060] The methods for evaluating the physical properties of the surfactant compositions in the examples and comparative examples are as follows.

[0061] <Biomass Degree Analysis> The biomass degree of component (A), component (B), and each solvent constituting each surfactant composition obtained in the following Examples 1 to 30, Comparative Examples 1 to 12, and Reference Examples 1 to 3 was analyzed. Biomass analysis was performed using accelerator mass spectrometry (AMS). 14 C concentration measurement and analysis were performed in accordance with ASTM-D6866-22. The sample was sealed in a tin cup, gasified with CO2 using an elemental analyzer (elementar vario MICRO CUBE), purified in a glass gas purification line (Koshin Chemical Manufacturing Co., Ltd.), and then reduced with hydrogen in a graphite reduction tube furnace (Koshin Chemical Manufacturing Co., Ltd.) to produce graphite. After adjustment, the sample was analyzed using an accelerator mass spectrometer (compact AMS: NEC 1.5ASH). 14 The C concentration was measured. 14 After correcting for isotope fractionation effects in the C concentration, the pMC value and biomass were calculated. NIST oxalic acid (SRM4990C) was used as the standard sample. The biomass degree in each surfactant composition was calculated from the following formula using the biomass degrees of component (A), component (B), and each solvent obtained in the above analysis.

[0062] In the formula below, 14 "C carbon content" indicates the biomass ratio analyzed by the AMS. "Total carbon content in structure" indicates the total carbon content in the chemical structure of each component.

[0063] Component (A) in the surfactant composition 14 Amount of carbon [g] = [amount of component (A)] × [amount of component (A)] 14 C carbon content ratio] × [(A) total carbon content ratio in component structure] The (B) component in the surfactant composition 14 Amount of carbon [g] = [amount of component (B)] × [amount of component (B)] 14 (C) Carbon content ratio × ((B) Total carbon content ratio in the component structure) of the solvent component in the surfactant composition 14 Amount of carbon [g] = [amount of solvent component] × [amount of solvent component] 14 [C carbon content ratio] × [total carbon content ratio in solvent component structure] The amount of component (A) in the surfactant composition obtained above 14 C carbon amount [g], (B) component in surfactant composition 14 The amount of C carbon [g] and the amount of solvent components in the surfactant composition 14 The total amount of C carbon [g] in the surfactant composition 14C was expressed as the amount of carbon [g].

[0064] Total carbon content of component (A) in the surfactant composition [g] = [amount of component (A)] × [total carbon content in the component (A) structure] Total carbon content of component (B) in the surfactant composition [g] = [amount of component (B)] × [total carbon content in the component (B) structure] Total carbon content of the solvent component in the surfactant composition [g] = [solvent component blend amount] × [total carbon content in the solvent component structure] The total carbon amount [g] in the surfactant composition was calculated by adding together the total carbon amount [g] of component (A) in the surfactant composition, the total carbon amount [g] of component (B) in the surfactant composition, and the total carbon amount [g] of the solvent component in the surfactant composition, all of which were calculated in (1) to (3) above.

[0065] The biomass ratio in the surfactant composition was calculated using the following formula.

number

[0066] <Solubility> The appearance of the 0.1% by mass aqueous solution of the surfactant composition and the presence or absence of insoluble matter were visually confirmed. ○: The solution is clear and no insoluble matter is observed. △: The solution is cloudy, but no insoluble matter is observed. ×: Some insoluble matter was observed

[0067] <Static surface tension> The static surface tension of a 0.1% by mass aqueous solution of the surfactant composition was measured at room temperature using a surface tensiometer DY-500 manufactured by Kyowa Interface Science Co., Ltd.

[0068] <Dynamic surface tension> The dynamic surface tension of a 0.1% by mass aqueous solution of the surfactant composition was measured at room temperature at 1 Hz and 10 Hz using a bubble pressure type dynamic surface tensiometer, KRUSS BP-100, manufactured by KRUSS.

[0069] <Foaming and defoaming properties> 20 ml of a 0.1% by mass aqueous solution of the surfactant composition was sealed in a 100 ml measuring cylinder, and the height of foam (foam volume in ml) immediately after shaking for 1 minute using a shaker (IWAKIKM Shaker V-SX) was measured and used as foamability. Thereafter, the sample used for measuring the foaming property was allowed to stand for 5 minutes, and the height of foam (foam volume ml) was measured and taken as the defoaming property.

[0070] [Example 1] 50 parts of (A) acetylene glycol shown in Table 1 below, which had been heated to 60°C, and 50 parts of (B) B-1 component shown in Table 1 below, which had been heated to 60°C, were added, and the mixture was stirred with a propeller stirrer for 2 hours, and then cooled to room temperature to obtain the surfactant composition of Example 1.

[0071] [Example 2~ 18、21 ~30, Comparative Examples 1 to 12, Comparative Examples 19 and 20, Reference examples 1~3] As in Example 1, Table 1 or 2 The compounding composition shown in Example 2 18、21 In addition, similarly to Example 1, Table 2 or 3 The blending compositions shown in Comparative Examples 1 to 12 are Comparative Examples 19 and 20 obtained.

[0072] [Table 1]

[0073] [Table 2]

[0074] [Table 3]

[0075] As can be seen from a comparison of Tables 1 and 2 with Table 3 above, the biomass-based water-soluble surfactant composition of the present invention has excellent defoaming properties and dispersibility. Furthermore, because it has low static and dynamic surface tension, it can impart excellent wetting and penetration properties to inks and the like. It also has good solubility in water and does not produce insoluble matter. In particular, because the dynamic surface tension of a 0.1% by mass aqueous solution at 1 Hz and 10 Hz is low, it can be used for high-speed printing and high-speed coating.

[0076] Preparation of blue ink formulation [Coating Example 1] 15 parts of EMACOL SF BKUE H524F (water 20-25%, copper phthalocyanine 20-25%, manufactured by Sanyo Dye Co., Ltd.) as a blue pigment dispersion, 85 parts of ion-exchanged water as an aqueous solvent, and 0.5 parts of the surfactant composition obtained in Example 1 above were added, and the mixture was stirred with a propeller stirrer for 1 hour, yielding a blue ink formulation (hereinafter referred to as "Coating Example 1").

[0077] [Coating Examples 2 to 5, Coating Comparative Examples 1 to 6, and Coating Reference Example 1] Blue ink formulations (hereinafter referred to as "Coating Examples 2 to 5") were obtained by repeating the steps of Coating Example 1, except that the surfactant composition in Coating Example 1 was changed to the surfactant composition obtained in Examples 10, 11, 14, or 26. Furthermore, comparative blue ink formulations (hereinafter referred to as "Comparative Coating Examples 1 to 6") were obtained by repeating the steps of Coating Example 1, except that the surfactant composition in Coating Example 1 was changed to the surfactant composition obtained in Comparative Examples 1 to 5 or 12. Furthermore, a reference blue ink formulation (hereinafter referred to as "Coating Reference Example 1") was obtained by repeating the steps of Coating Example 1, except that the surfactant composition in Coating Example 1 was changed to the surfactant composition obtained in Reference Example 1.

[0078] The properties of the blue ink formulation were measured and evaluated as follows, and the results are shown in Table 4.

[0079] [Evaluation of blue ink formulations] <Solubility> The appearance of the blue ink formulation and the presence or absence of insoluble matter were visually confirmed. ○: Good solubility, no insoluble matter observed ×: Some insoluble matter such as floating oil is observed

[0080] <Coatability> The above blue ink formulation was applied to coated paper (paper using OK Topcoat (Oji Paper Co., Ltd.) manufactured by Nippon Test Panel Co., Ltd.) using a bar coater RDS07 (coating film thickness: approximately 16.0 μm), and the condition of the coated surface, such as cissing, was visually inspected. ◎: No repelling, color unevenness, or pinholes are observed ○: Generally no repelling, color unevenness, or pinholes are observed △: Some repelling, color unevenness, or pinholes are observed ×: Many repellings, uneven color, or pinholes are observed

[0081] [Table 4]

[0082] The biomass-based water-soluble surfactant composition of the present invention has excellent solubility in water. It also has excellent defoaming and dispersibility properties, and its low dynamic surface tension imparts excellent wetting and penetration properties to inks, paper coating agents, and the like, resulting in excellent coatability. The surfactant composition of the present invention is also environmentally friendly and useful as a surfactant for inks, paper coating agents, and the like.

Claims

1. (A) Formula (1) below 【Chemistry 1】 (In the formula, R １ and R ２ represents an alkyl group having 1 to 5 carbon atoms.) and / or an acetylene glycol represented by the following formula (2): 【Chemistry 2】 (In the formula, R ３ and R ４ each represents an alkyl group having 1 to 5 carbon atoms, m and n each represent a positive number of 0.5 to 25, m+n represents a number of 1 to 40, and the number of moles of ethylene oxide added is 1 to 12. Ethoxylated acetylene glycols represented by the formula: (B) A polyoxyalkylene-added nonionic surfactant containing at least one bio-derived polyoxyalkylene-added nonionic surfactant: 20 to 95 parts by mass per 100 parts by mass of the total of the components (A) and (B). The polyoxyalkylene-added nonionic surfactant is represented by the following formula (3): R 5 O(C 2 H 4 O) x (C 3 H 6 O) y H (3) (wherein R 5 is a group selected from a linear, cyclic, or branched aliphatic hydrocarbon group, alicyclic hydrocarbon group, unsaturated fatty acid residue, saturated fatty acid residue, fatty acid ester residue, sorbitan fatty acid ester residue, and glycerin fatty acid ester residue, having 12 to 24 carbon atoms; x is a positive number from 5 to 25; and y is 0), and (C) Water-soluble organic solvent: an amount of 35% by mass or more and 70% by mass or less based on the total mass of the water-soluble surfactant composition The water-soluble surfactant composition has a biomass degree of 45.9% or more according to ASTM-D6866-22.

2. The component (B) is Represented by the above formula (3), R ５ is an alkyl group, an alkenyl group, or a monocyclic or polycyclic cycloalkyl group having 12 to 24 carbon atoms, and x is a positive number of 5 to 25; and A compound represented by the above formula (3), which is an addition polymer of polyethylene oxide with one selected from palmitoleic acid, sapienic acid, oleic acid, erucic acid, linoleic acid, docosadienoic acid, linolenic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, sorbitan oleate, sorbitan laurate, and sorbitan stearate, and x is a positive number of 5 to 25.

2. The water-soluble surfactant composition according to claim 1, wherein the surfactant is at least one polyoxyalkylene-added nonionic surfactant selected from the group consisting of:

3. 2. The water-soluble surfactant composition according to claim 1, wherein the HLB of component (B) is 10 to 18.

4. 2. The water-soluble surfactant composition according to claim 1, wherein the HLB of component (B) is 12 to 16.

5. 2. The water-soluble surfactant composition according to claim 1, wherein the component (B) has a biomass degree of 45.9% to 100% in accordance with ASTM-D6866-22.

6. 2. The water-soluble surfactant composition according to claim 1, wherein an aqueous solution containing the water-soluble surfactant composition at a concentration of 0.1% by mass has a dynamic surface tension of 60 mN / m or less at room temperature at 1 Hz and 10 Hz.

7. A paper coating agent comprising the water-soluble surfactant composition according to any one of claims 1 to 6.

8. 8. The paper coating agent according to claim 7, wherein the amount of the water-soluble surfactant composition is 0.05 to 10% by mass based on the total amount of the paper coating agent.

9. An ink comprising the water-soluble surfactant composition according to any one of claims 1 to 6.

10. 10. The ink according to claim 9, wherein the amount of the water-soluble surfactant composition is 0.05 to 10% by mass based on the total amount of the ink.

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