JP2003020381A - Process for producing dispersible composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a low-cost, simple and easy process for producing a high- performance dispersible composition containing a block polymer, a solvent, and a substance capable of exhibiting a prescribed function. SOLUTION: This process for producing a dispersible composition contains a block polymer capable of responding to a change in temperature, a solvent and a substance capable of exhibiting a prescribed function. One mode of the process is characterized in that it has a step of causing the block polymer to form a micelle in response to a change in temperature. In the process, it is desirable that the solvent comprises water and that the block polymer comprises one containing a polyvinyl ether structure.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a method for producing a composition, which can be used as various functional materials, containing a polymer, a solvent and a substance having a predetermined function.
Particularly in the present invention, the composition is an aqueous dispersion material, preferably an image forming material that can be used in printers, displays and the like.

[0002]

BACKGROUND ART Aqueous dispersion materials containing granular solids conventionally have pesticides such as herbicides and insecticides, drugs such as anticancer agents, antiallergic agents and antiphlogistics, or coloring agents as granular solids. It is well known as a functional material such as a color material such as ink and toner. In recent years, digital printing technology has made great progress. Typical examples of this digital printing technology are electrophotographic technology and inkjet technology. In recent years, these technologies have been increasing their presence as image forming technologies in offices and homes.

Among them, the ink jet technology has the major features of compactness and low power consumption as a direct recording method. In addition, image quality is rapidly increasing due to miniaturization of nozzles and the like. An example of an inkjet technique is a method of heating an ink supplied from an ink tank by a heater in a nozzle to evaporate and foam the ink, and eject the ink to form an image on a recording medium. Another example is a method of ejecting ink from a nozzle by vibrating a piezo element. Improvements are still desired in these methods in terms of bleeding and feathering. The use of pigment-dispersed inks for the purpose of improving these has also been investigated (for example, US Pat. No. 5,085,698). However, many improvements are still desired.

Conventionally, an aqueous dispersion material containing a granular solid has been dispersed by a dialysis method or by a sand mill or ball mill treatment for a long time, using a common solvent for molecularly dissolving a polymer. . There is a demand for improvements toward lower cost and simpler manufacturing.

[0005]

In view of the above circumstances, the present invention intends to provide a low-cost and simple method for producing a high-performance composition containing a block polymer, a solvent, and a substance having a predetermined function. Is.

[0006]

The present invention includes a block polymer, a solvent, and a substance having a predetermined function, which is characterized by utilizing a process in which the block polymer forms micelles in response to a temperature stimulus. It is a manufacturing method of a dispersible composition.

Preferred is a composition characterized in that the change in the block property of the block polymer is a change from hydrophobicity to hydrophilicity, a change from hydrophilicity to hydrophobicity, or a change in hydrophilicity. Is a manufacturing method.

As the solvent, water, an aqueous solvent or an organic solvent is used. The organic or inorganic substance that is solid at room temperature and becomes liquid at high temperature may be used as the solvent, but water is preferably used as the solvent.

Further, in the present invention, the substance exhibiting a predetermined function means a compound or composition contained in the composition of the present invention and exhibiting a desired function. The pigment is preferably used as a granular solid such as a pigment or a dye.

The block polymer used in the present invention is
Those that have a heat-sensitive response, that is, sex to thermal stimuli
It is a quality changer and responds to thermal stimuli.
It forms a cell. For example, AB block poly
Molecules below the temperature at which the
Either A or B block when temperature exceeds a certain temperature
May change its properties and disperse in a solvent in a micelle state.
Can be mentioned. It preferably contains a polyvinyl ether structure.
The polymer used as such a heat-sensitive polymer.
be able to. And specifically, the polyvinyl ether
The repeating unit structure of the le structure is represented by the following formula (1):     -(CH₂-CH (OR¹))-(1) [In the formula, R¹Is a straight-chain, branched or
Is a cyclic alkyl group, -Ph, -Pyr, -Ph-P
h, -Ph-Pyr, or-(CH (R²) -CH
(R³) -O)_l-R^FourAnd-(CH₂)_m-(O)_n-R
^FourSelected from the group consisting of R ¹Hydrogen in the aromatic ring inside is charcoal
Substitute with a linear or branched alkyl group having a prime number of 1 to 4
Can and R¹The carbon in the aromatic ring in the
Can be exchanged, and l is selected from an integer of 1 to 18.
Where m is selected from an integer from 1 to 36 and n is 0 or
1 and R², R³Are each independently H or CH
₃And R^FourIs H, straight from 1 to 18 carbons
Chain, branched or cyclic alkyl group, -Ph, -Pyr,
-Ph-Ph, -Ph-Pyr, -CHO, -CH_TwoC
HO, -CO-CH = CH₂, -CO-C (CH₃) = C
H₂, -CH_TwoCOOR⁷Consists of R^FourIs other than hydrogen
R^FourHydrogen on the carbon atom inside has 1 to 4 carbon atoms
A straight chain or branched alkyl group of F, Cl, Br
Can be substituted, and R^FourCarbon in the aromatic ring in
It can be replaced by nitrogen. R⁷Is H or carbon number
1 to 5 alkyl groups. ] Are included.

Further, the production method of the present invention is preferably used as a method for producing an ink composition for ink jet.

[0012]

BEST MODE FOR CARRYING OUT THE INVENTION The present inventors have completed the present invention as a result of extensive studies on the background art and problems.

The present invention utilizes a process in which a block polymer forms micelles in response to a temperature stimulus, to produce a dispersible composition containing a block polymer, a solvent and a substance having a predetermined function. Is the way.

As the solvent, water, an aqueous solvent or an organic solvent is used. The organic solvent in the present invention is a linear, branched or cyclic various aliphatic hydrocarbon, an aromatic hydrocarbon,
Includes heteroaromatic hydrocarbons and the like. Further, an organic or inorganic substance that is solid at room temperature and becomes liquid at high temperature may be used as the solvent. Examples of the aqueous solvent include polyhydric alcohols such as ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol, and glycerin; ethylene glycol monomethyl ether;
Polyhydric alcohol ethers such as ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether; N-methyl-2-
A nitrogen-containing solvent such as pyrrolidone, substituted pyrrolidone, or triethanolamine can be used. Further, monohydric alcohols such as methanol, ethanol and isopropyl alcohol may be used for the purpose of speeding up the drying of the aqueous dispersion on the recording medium. The solvent may be a mixed solvent. Among the above, water is preferably used as the solvent.

The amount of the solvent used is preferably 1% by mass or more and less than 99% by mass, more preferably 5% by mass or more and less than 95% by mass, based on the total mass of the dispersible composition of the present invention. When the amount of the solvent is less than 1% by mass, the composition may be too high in viscosity, and when the amount of the solvent is 99% by mass or more, the functionality of the substance having a predetermined function in the composition may not be exhibited.

In the present invention, the substance exhibiting a predetermined function means a compound or composition contained in the composition of the present invention and exhibiting a desired function. For example, the above-mentioned pesticides include active compounds having a herbicidal effect and active compounds having an insecticidal effect. In addition, the above-mentioned medicament is a compound or pharmaceutical composition that alleviates or alleviates the symptoms of the subject. Further, in the field of cosmetics such as the above-mentioned cosmetics, a central substance of a desired product, for example, a moisturizing cream is a compound having a moisturizing action.
Further, when used as the above-mentioned color material, it is a granular solid such as a pigment or a dye. Among these substances, a pigment is particularly preferably used. Of course, a plurality of substances may coexist. In the present invention, a substance that is insoluble or incompatible with a solvent and has a predetermined function is dispersed by utilizing a process in which a block polymer forms micelles in response to a temperature change (temperature stimulus).

Specific examples of pigments and dyes preferably used in the present invention are shown below. The pigment may be either an organic pigment or an inorganic pigment, and the pigment used in the ink is preferably a black pigment and three primary color pigments of cyan, magenta and yellow. Coloring pigments other than the above, colorless or light-colored pigments, metallic luster pigments, and the like may be used. Further, in the present invention, a commercially available pigment may be used or a newly synthesized pigment may be used.

Examples of commercially available pigments for black, cyan, magenta and yellow are shown below. Black pigments include Raven1060, Raven1080, Raven1170, Raven120
0, Raven1250, Raven1255, Raven1500, Raven2000, Rav
en3500, Raven5250, Raven5750, Raven7000, Raven5000
ULTRA II, Raven1190 ULTRA II (above, Colombian Carbon Co.), Black Pearls L, MOGUL-L, Regal40
0R, Regal660R, Regal330R, Monarch 800, Monarch 88
0, Monarch 900, Monarch 1000, Monarch 1300, Monarc
h 1400 (above, made by Cabot), Color Black FW1, C
olor Black FW2, Color Black FW200, Color Black 1
8, Color Black S160, Color Black S170, Special Bla
ck 4, Special Black 4A, Special Black 6, Printex3
5, PrintexU, Printex140U, PrintexV, Printex140V
(Made by Degussa), No.25, No.33, No.40, No.47,
No.52, No.900, No.2300, MCF-88, MA600, MA7, MA8, M
A100 (above made by Mitsubishi Chemical Co., Ltd.) and the like can be mentioned,
It is not limited to these.

CI Pigment is a cyan pigment.
Blue-1, CI Pigment Blue-2, CI Pigment Blue-
3, CI Pigment Blue-15, CI Pigment Blue-15:
2, CI Pigment Blue-15: 3, CI Pigment Blue-15:
4, CI Pigment Blue-16, CI Pigment Blue-22, C.
Examples include, but are not limited to, I. Pigment Blue-60.

As the magenta pigment, CI Pigmen
t Red-5, CI Pigment Red-7, CI Pigment Red-1
2, CI Pigment Red-48, CI Pigment Red-48: 1,
CIPigment Red-57, CI Pigment Red-112, CI
Pigment Red-122, CI Pigment Red-123, CI Pigm
ent Red-146, CI Pigment Red-168, CI PigmentR
ed-184, CI Pigment Red-202, CI Pigment Red-2
Examples include 07 but are not limited to these.

CI Pigment Yell is a yellow pigment.
ow-12, CI Pigment Yellow-13, CI Pigment Yell
ow-14, CI Pigment Yellow-16, CI Pigment Yell
ow-17, CI Pigment Yellow-74, CI Pigment Yell
ow-83, CI Pigment Yellow-93, CI PigmentYello
w-95, CI Pigment Yellow-97, CI Pigment Yello
w-98, CI Pigment Yellow-114, CI Pigment Yell
ow-128, CI Pigment Yellow-129, CI Pigment Y
Examples include, but are not limited to, ellow-151, CI Pigment Yellow-154 and the like.

In the composition of the present invention, a pigment which is self-dispersible in water can also be used. As a water dispersible pigment,
There are those that utilize the steric hindrance effect of adsorbing a polymer on the pigment surface and those that utilize electrostatic repulsion.As commercial products, CAB-0-JET200, CAB-0-JET300 (above made by Cabot) ), Microjet Black CW-1 (manufactured by Orient Chemical Co., Ltd.) and the like.

Dyes may also be used in the ink of the present invention. Direct dyes, acid dyes, basic dyes, reactive dyes, food dyes, or disperse dyes which are insoluble dyes, which are water-soluble dyes, can be used.

For example, direct dyes usable in the present invention include C.I. I. Direct Black: -17, -19, -22, -32, -38, -5
1, -62, -71, -108, -146, -154; I. Direct Yellow: -12, -24, -26, -44, -86, -8
7, -98, -100, -130, -142; C.I. I. Direct Red: -1, -4, -13, -17, -23, -28, -3
1, -62, -79, -81, -83, -89, -227, -240, -242, -243; C.I. I. Direct Blue: -6, -22, -25, -71, -78, -86,-
90, -106, -199; C.I. I. Direct Orange: -34, -39, -44, -46, -60; C.I. I. Direct Violet: -47, -48; C.I. I. Direct Brown-109; and C.I. I. Includes Direct Green-59, etc.

Acid dyes usable in the present invention include C.I. I. Acid Black: -2, -7, -24, -26, -31, -52, -6
3, -112, -118, -168, -172, -208; C.I. I. Acid Yellow: -11, -17, -23, -25, -29, -42,
-49, -61, -71; C.I. I. Acid Red: -1, -6, -8, -32, -37, -51, -52,-
80, -85, -87, -92, -94, -115, -180, -254, -256, -289, -315,-
317; C.I. I. Acid Blue: -9, -22, -40, -59, -93, -102, -1
04, -113, -117, -120, -167, -229, -234, -254; I. Acid Orange: -7, -19; and C.I. I. Includes Acid Violet-49 etc.

The reactive dyes usable in the present invention include C.I. I. Reactive Black: -1, -5, -8, -13, -14, -2
3, -31, -34, -39; C.I. I. Reactive Yellow: -2, -3, -13, -15, -17, -1
8, -23, -24, -37, -42, -57, -58, -64, -75, -76, -77, -79, -81,
-84, -85, -87, -88, -91, -92, -93, -95, -102, -111, -115, -11
6, -130, -131, -132, -133, -135, -137, -139, -140, -142, -14
3, -144, -145, -146, -147, -148, -151, -162, -163; I. Reactive Red: -3, -13, -16, -21, -22, -2
3, -24, -29, -31, -33, -35, -45, -49, -55, -63, -85, -106, -10
9, -111, -112, -113, -114, -118, -126, -128, -130, -131, -14
1, -151, -170, -171, -174, -176, -177, -183, -184, -186, -18
7, -188, -190, -193, -194, -195, -196, -200, -201, -202, -20
4, -206, -218, -221; C.I. I. Reactive Blue: -2, -3, -5, -8, -10, -13, -1
4, -15, -18, -19, -21, -25, -27, -28, -38, -39, -40, -41, -49,
-52, -63, -71, -72, -74, -75, -77, -78, -79, -89, -100, -101,
-104, -105, -119, -122, -147, -158, -160, -162, -166, -169,
-170, -171, -172, -173, -174, -176, -179, -184, -190, -191,
-194, -195, -198, -204, -211, -216, -217; C.I. I. Reactive Orange: -5, -7, -11, -12, -13, -1
5, -16, -35, -45, -46, -56, -62, -70, -72, -74, -82, -84, -87,
-91, -92, -93, -95, -97, -99; I. Reactive Violet: -1, -4, -5, -6, -22,
-24, -33, -36, -38; C.I. I. Reactive Green: -5, -8, -12, -15, -19, -2
3; and C.I. I. Reactive Brown: -2, -7, -8, -9, -11, -16,
-17, -18, -21, -24, -26, -31, -32, -33 etc. are included.

The basic dyes usable in the present invention include C.I. I. Basic Black-2; C.I. I. Basic Red: -1, -2, -9, -12, -13, -14, -2
7; C. I. Basic Blue: -1, -3, -5, -7, -9, -24, -25,-
26, -28, -29; and C.I. I. Basic Violet: Including -7, -14, -27 etc.

Disperse dyes usable in the present invention include yellow: C.I. I. Disperse Yellow-88, Magenta: C.I. I. Disperse Red-349, Cyan: C.I.
I. Disperse Blue-160, and Black: C.I.
I. Includes Disperse Black-1.

The food grade dyes usable in the present invention are:
C. I. Hood Black-1, C.I. I. Hood black-2
Including etc.

The examples of the above pigments and dyes are preferable for the ink of the present invention, but the pigments and dyes used for the ink of the present invention are particularly limited to the above pigments and dyes. Not a thing.

The content of the substance having a predetermined function used in the present invention is preferably 0.1% by mass or more and less than 50% by mass, more preferably 1% by mass or more, based on the total mass of the dispersible composition. It is less than 30% by mass. When it is 0.1% by mass or more, the functionality can be sufficiently exhibited, and when it is less than 50% by mass, it is preferable in terms of balance with other physical properties.

The block polymer used in the present invention has a thermosensitive response, that is, it changes its properties in response to a temperature stimulus, and forms micelles in response to the temperature stimulus. The thermal stimulus is provided by increasing or decreasing the temperature of the composition.

The block polymer used in the present invention preferably has two or more different blocks. Here, different means a different chemical structure, and means that the monomer structure or the branched structure of the polymer chain is different, and only the molecular chain length of a single repeating unit in the polymer chain is different. Does not mean

In the block polymer of the present invention, it is necessary that at least one of the two or more different blocks has a thermal stimulus-responsive property that changes its properties in response to a thermal stimulus. The composition is modified by the response of at least one of the two or more different blocks to the stimulus. The response of such a block includes a change from hydrophilicity to a hydrophobicity, a block showing hydrophobicity to a hydrophilicity, or a change in hydrophilicity.

The block polymer of the present invention may have any form, but it is preferable that it can take an amphipathic state when it is subjected to temperature stimulation. Hereinafter, an AB block polymer in which the A block is responsive to temperature stimuli will be described as an example. At a temperature lower than a certain temperature, the molecule of the AB block polymer is dissolved in the solvent, and at a temperature higher than that temperature, the properties of the A block are changed and dispersed in the solvent in a micelle state. That is, before being subjected to thermal stimulation, both blocks of the AB block polymer have an affinity for the solvent used, but when subjected to thermal stimulation, one block of the AB block polymer does not change and the other block of the AB block polymer does not change. It is required that the block be incompatible with the solvent in which it is used.

Particularly when used in an aqueous solvent, it is preferably amphipathic. In this case, for example, when the AB block polymer is below a certain temperature, both blocks A and B are hydrophilic, and molecules are dissolved in a water solvent. And
When the temperature becomes higher than that temperature, the property of either block A or B changes to hydrophobic, becomes amphiphilic, becomes a micelle state, and is dispersed in a water solvent.

Further, the block polymer of the present invention has 3
It may be composed of one or more blocks. At least one of the blocks is responsive to thermal stimuli,
And preferably at least one does not respond to thermal stimuli. For example, a block polymer composed of three types of blocks, that is, a block A which is responsive to temperature stimuli and hydrophilic blocks B and C can be used. In this case, the block A changes into a micelle dispersed state having A as a core under the condition that the block A becomes hydrophobic by being subjected to temperature stimulation, and the polymer is dispersed in an aqueous solvent. When two or more thermal stimulus responsive blocks are used, it is necessary to select a block in which the response to these thermal stimuli does not cause an adverse effect.

Among such heat-sensitive polymers, a polymer containing a polyvinyl ether structure can be preferably utilized. And specifically, the repeating unit structure of a polyvinyl ether structure can show the following formula (1).

— (CH ₂ —CH (OR ¹ )) — (1) R ¹ in the formula (1) is a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, —Ph, —Pyr, -Ph-
Ph, -Ph-Pyr, - ( CH (R 2) -CH (R 3)
-O) _l -R ⁴ and-(CH ₂ ) _m- (O) _n -R ⁴ are selected from the group consisting of hydrogen in the aromatic ring in R ^{1 and} are straight or branched having 1 to 4 carbon atoms. Can be substituted with an alkyl group of and the carbon in the aromatic ring in R ¹ can be substituted with nitrogen.

In the equation (1), l is 1 to 18
Is selected from the integers, m is selected from the integers from 1 to 36, and n is 0 or 1. R ² and R ³ are each independently H or CH ₃ .

Further, R in the formula (1)^FourIs H and has 1 carbon
To 18 straight-chain, branched or cyclic alkyl groups, -P
h, -Pyr, -Ph-Ph, -Ph-Pyr, -CH
O, -CH_TwoCHO, -CO-CH = CH₂, -CO-
C (CH₃) = CH₂, -CH _TwoCOOR⁷Consists of R
^FourR is other than hydrogen, R^FourThe hydrogen on the carbon atom inside is
A linear or branched alkyl group having 1 to 4 carbon atoms or
Can be substituted with F, Cl, Br, and R^FourIn
The carbon in the aromatic ring can be replaced by nitrogen. R⁷Is
H or an alkyl group having 1 to 5 carbon atoms.

In the present specification, -Ph is a phenyl group, -Py
r represents a pyridyl group, -Ph-Ph represents a biphenyl group, and -Ph-Pyr represents a pyridylphenyl group. The pyridyl group, biphenyl group and pyridylphenyl group may be any of the possible positional isomers.

Examples of the structure of the vinyl ether monomer will be given below, but the polyvinyl ether structure used in the present invention is not limited to these.

[0044]

[Chemical 1]

In the formula, Me represents a methyl group, Et represents an ethyl group, and i-Pr represents an isopropyl group. The structure of polyvinyl ether composed of these vinyl ether monomers is illustrated below, but the polymer used in the present invention is not limited thereto.

[0046]

[Chemical 2]

In the above polyvinyl ether, the number of repeating units (u, v, w in the above (II-a) to (II-f)) is independently 1 or more and 10,000.
It is preferred that
From (a) to (II-f) (u + v + w))
It is more preferably 10 or more and 20,000 or less.

In particular, the poly ((2
-Methoxyethyl vinyl ether) -b- (2-ethoxyethyl vinyl ether)) causes a rapid change in viscosity at 20 ° C. Here, poly ((2-methoxyethyl vinyl ether) -b
B of-(2-ethoxyethyl vinyl ether) is an abbreviation that means a block polymer.

The polyvinyl ether having the above block structure can be produced by any method known in the art. Preferably, the polyvinyl ether is produced by cationic living polymerization using an acid catalyst.

The content of the block polymer is preferably 0.5% by mass or more and 5% or more based on the total mass of the dispersible composition.
Less than 0% by mass, more preferably 1.0% by mass or more and 40
It is less than mass%. If it is less than 0.5% by mass, a substance having a predetermined function may not be well dispersed,
In the above cases, the viscosity becomes too high, so that the fluidity of the composition cannot be secured, or the function of the solvent cannot be sufficiently exhibited in many cases.

Using the substances and materials described above, for example, the following method can be mentioned as the manufacturing method of the present invention. A block polymer is molecularly dissolved in a water solvent.
At this point any blocks in the polymer are preferably hydrophilic. A pigment is added to this solution, and while being dispersed by a homogenizer or the like, the temperature is gradually changed to a temperature above the temperature at which the properties of the block polymer change and micelles are formed. While the temperature gradually changes, a certain block is modified to be hydrophobic, so that the block and the pigment are adsorbed to each other, micelles are formed while dispersing the pigment, and a pigment-dispersed ink is manufactured. Conventionally, a common solvent that dissolves the molecules of the polymer was used, and pigment dispersion was achieved by the dialysis method, or dispersion was achieved over a long time with a sand mill or ball mill. It is possible to manufacture a pigment-dispersed ink that is solvent-free, clean, simple, and low cost.

It is also possible to disperse a hydrophilic solid in an organic solvent using the method of the present invention. In this case, the block polymer is molecularly dissolved in the organic solvent.
At this point any blocks in the polymer are preferably lipophilic. A hydrophilic solid is added to this solution, and while being dispersed by a homogenizer or the like, the temperature of the block polymer is gradually changed above the temperature at which the properties of the block polymer change and micelles are formed. While the temperature gradually changes, a certain block is modified to be hydrophilic, so that the block and the hydrophilic solid are adsorbed to each other, and micelles are formed while dispersing the hydrophilic solid. A dispersible composition is produced.

As a more specific example, a more specific example of a polyvinyl ether polymer will be described. In a water solvent, the properties of the block due to the monomer component of Ib shown above are described in Polymer Preprints, Japan Vol49,
As disclosed in No. 12, 3653 (2000), etc., when the temperature is raised, it changes from hydrophilic to hydrophobic at about 70 ° C. Also, I-
The block properties of the monomer component of c are also Polym
er Preprints, Japan Vol49, No. 12, 3653 (2000), etc., the temperature changes from hydrophilic to hydrophobic at about 20 ° C. when the temperature is raised. Utilizing this fact, if an AB block polymer composed of a block A composed of a monomer component of Ib and a block B composed of a monomer component of Ic is used, both AB block segments are hydrophilic at about 20 ° C or lower. , Dissolved in water solvent.
When this block polymer and lipophilic pigment are mixed with a homogenizer or the like at a temperature of 20 ° C or less and a temperature stimulus is applied to gradually raise the temperature, block C is changed from hydrophilic to hydrophobic in response to the temperature stimulus. The pigment can be dispersed in the process of forming micelles to form a dispersion composition.

The production method of the present invention is preferably used as a method for producing an ink composition for ink jet.

[0055]

The present invention will be described in detail below with reference to examples, but the present invention is not limited to these examples.

(Example) Poly [(2-methoxyethyl vinyl ether) -b- (2-ethoxyethyl vinyl ether)] was synthesized by the following procedure. After replacing the inside of the glass container equipped with a three-way stopcock with nitrogen, the adsorbed water was removed by heating to 250 ° C. in a nitrogen gas atmosphere. After returning the system to room temperature, MOVE (2-methoxyethyl vinyl ether)
12 mmol, 16 mmol of ethyl acetate, 0.1 mmol of 1-isobutoxyethyl acetate, and 11 ml of toluene were added, and the reaction system was further cooled. When the temperature in the system reached 0 ° C., 0.2 mmol of ethylaluminum sesquichloride (an equimolar mixture of diethylaluminum chloride and ethylaluminum dichloride) was added to initiate polymerization, and the A component of the AB block polymer was synthesized. The molecular weight was monitored by molecular sieve column chromatography (GPC) in a time-resolved manner to confirm the completion of polymerization of the component A. Then, 12 mmol of EOVE (2-ethoxyethyl vinyl ether) was added to synthesize the component B. The termination of the polymerization reaction is 0.3% by mass in the system.
Ammonia / methanol solution was added. The reaction mixture solution was diluted with dichloromethane and washed with 0.6M hydrochloric acid three times and then with distilled water three times. The obtained organic phase was concentrated and dried with an evaporator and dried in vacuum to obtain the target MOVE-EOVE diblock polymer. The compound was identified by using NMR and GPC, and a satisfactory spectrum could be obtained in each case. (Mn = 2.5 × 10 ⁴ , Mn / Mw = 1.3:
Where Mn is the number average molecular weight and Mw is the weight average molecular weight).

Dispersion ink is prepared as follows using the thermosensitive polymer synthesized as described above. 4 parts by weight of the above polymer and carbon black (MOGUL-
L) 3 parts by mass and 93 parts by mass of water are mixed at 10 ° C. While the mixture is put into a homogenizer and dispersed, the temperature is raised to 25 ° C. (room temperature) at a rate of 1 ° C./min. When the temperature is raised to 25 ° C. (room temperature), the pigment is well dispersed without any precipitate.

As described above, one of the block polymers is modified from hydrophilic to hydrophobic, and the pigment is dispersed by utilizing the process of forming micelles. When this dispersion ink composition is loaded into an inkjet printer (trade name: BJF800) manufactured by Canon Inc., clear printing can be performed.

(Comparative Example) Example 1 was repeated except that the temperature change, that is, the temperature stimulus was not applied. That is, the same polymer, pigment and solvent used in Example 1 were used
The mixture was mixed at ℃ (room temperature), and the dispersion was tried by a homogenizer. However, the pigment precipitate was still present after 30 minutes treatment with a homogenizer.

[0060]

As described above, according to the present invention,
A functional composition having good dispersibility can be produced cleanly at low cost.

   ─────────────────────────────────────────────────── ─── Continued front page    (72) Inventor Masayuki Ikegami             3-30-2 Shimomaruko, Ota-ku, Tokyo             Non non corporation (72) Inventor Ikuo Nakazawa             3-30-2 Shimomaruko, Ota-ku, Tokyo             Non non corporation F term (reference) 4J002 BP031 DE026 EC046 EC056                       ED026 ED036 EH106 EU026                       FD097 FD206 GT00 HA06                 4J026 HA10 HA25 HA32 HA39 HB10                       HB25 HB32 HB39 HB45 HB48                       HE01

Claims (6)

[Claims] 1. A method for producing a dispersible composition containing a block polymer, a solvent, and a substance having a predetermined function, comprising the step of forming micelles in the block polymer in response to a temperature change. 2. The block polymer is changed in block property, and the change is a change from hydrophobicity to hydrophilicity, a change from hydrophilicity to hydrophobicity, or a change in hydrophilicity. The method for producing the dispersible composition according to claim 1. 3. The method for producing a dispersible composition according to claim 1, wherein the solvent in the composition is water. 4. The method for producing a dispersible composition according to claim 1, wherein the substance having a predetermined function in the composition is a pigment. 5. The method for producing a dispersible composition according to claim 1, wherein the block polymer is a polymer having a polyvinyl ether structure. 6. Repeating the polyvinyl ether structure
The dispersion according to claim 5, wherein the unit structure is represented by the following formula (1).
Of producing a sexual composition.     -(CH₂-CH (OR¹))-(1) [In the formula, R¹Is a straight chain, branched or cyclic group having 1 to 18 carbon atoms
Alkyl group, -Ph, -Pyr, -Ph-Ph, -Ph
-Pyr, or-(CH (R²) -CH (R³) -O)
_l-R^FourAnd-(CH₂)_m-(O)_n-R^FourA group of
Selected from R ¹Hydrogen in the aromatic ring has 1 to 4 carbon atoms
Can be substituted with a linear or branched alkyl group of
And R¹The carbon in the aromatic ring in may be replaced by nitrogen
You can l is selected from an integer of 1 to 18, m is selected from an integer from 1 to 36, n is 0 or 1, R², R³Are each independently H or CH₃And
And R^FourIs H, straight-chain or branched with 1 to 18 carbon atoms.
Or cyclic alkyl group, -Ph, -Pyr, -Ph-P
h, -Ph-Pyr, -CHO, -CH_TwoCHO, -C
O-CH = CH₂, -CO-C (CH₃) = CH₂, -C
H_TwoCOOR⁷Consists of R^FourIs other than hydrogen,
R^FourHydrogen on a carbon atom in the chain is a straight chain having 1 to 4 carbon atoms.
Or substituted with a branched alkyl group or F, Cl, Br
Can and R^FourThe carbon in the aromatic ring in the
Can be exchanged. R⁷Is H or has 1 to 5 carbon atoms
Is an alkyl group. ]