TW201206969A - Cross linking polymer particle and fabricating method thereof, and conductive particle - Google Patents

Abstract

Cross linking polymer particles 10 can be obtained by following steps: step (a): preparing polymerization monomers containing first monomers to obtain mother particles 1 formed by cross linking polymers formed through radical polymerization of the polymerization monomers, wherein the first monomers include double bonds and functional groups able to react with amino group, and an atom near the functional group in the atoms to form the double bond is connected to the functional group through 4 or more atoms; step (b): after step (a), making the mother particles 1 contact amino compounds containing amino groups to further cross link the cross linking polymers by a reaction of the functional groups and the amino groups.

Description

201206969 μιη monodisperse particles. A method for crosslinking a mother particle by reacting it with an epoxy compound, a valine compound or an amine $= material is reported in Japanese Patent No. 4,215,521. By this method, the parent particles are crosslinked, but the reactivity of the reacted compound is high because of the tendency of the cross-linking reaction on the surface of the particles to form a core-shell structure. Moreover, W〇Urnal〇fPolymerSciencePartA: China (USA), 31, 3257_) discloses the formation of conductive particles by the solvent polymer "u_benzene_manufacturing cross-linking + field covering the polymer particles with a metal layer When used in an anisotropic conductive adhesive, extremely important bismuth polymer particles have good compression characteristics. However, by the former, the particles contain a hydrophilic single on the surface and inside of the particles. When the body is at the second time, it is difficult to obtain a polymer particle having a sufficient level of compression deformation recovery rate and compression failure strength reduction property = expansion λ JJS * 'ψ * ^ 取 取 == The purpose of the present invention is to provide Particles having good surface characteristics, a method for producing the same, and a guide for using the polymer particles: providing a crosslinked polymer particle which can be obtained by the following step, step (4), preparing a first monomer A polymerizable monomer, a cross-linked polymer obtained by radical polymerization of the polymerizable monomer, is formed in the form of a cross-linked polymer, which is in the form of a cross-linked polymer, wherein the above-mentioned monomer has a double bond and can react with an amine group. county, The atom on the near-functional group side of the atom forming the double bond is bonded to the above functional group via four or more atoms; and the step (b), after the step (a), 'contacts the hetero group with the amine compound having a silk, The crosslinked polymer is further crosslinked by the reaction of the above functional group with the silk. In the mother particle obtained in the above step (a), the Luwan b group which can react with the amine group has sufficient degree of freedom. And the self-crosslinking polymer chain extends. Therefore, in the crosslinking (post-crosslinking) in the step (1), the reactivity of the above functional group with the amine (that is, the degree of crosslinking in the step (b)) can be sufficiently obtained. The result is improved, and the result is that the obtained crosslinked polymer has good compression properties. Further, the inventors of the present invention have the sin of the crosslinked polymer of the present invention and the atom which forms only a double bond with the sin near the functional group side. The atom is compared with the case where the above-mentioned functional group is bonded via 0 to 3 atoms, and it is confirmed that the crosslinked polymer of the present invention has excellent compression characteristics. Further, the crosslinked polymer particles of the present invention have the above-mentioned Composed on its surface A plating layer is formed in a good state. As the first monomer, a compound having a structure represented by the following formula (I) can be preferably used. CH2 = CR, R3-R2 (i) [wherein R1 A hydrogen atom or a thiol group is represented, and R2 represents a functional group which can react with an amine group. R3 represents a linking group in which a double 201206969 bond carbon bonded to Ri is bonded to R2 via four or more atoms.] R3 (linking group) It is linear or branched, preferably linear. Moreover, the above amine compound preferably has two or more amine groups. Since it has two or more amine groups, in the step (b), The reaction between the functional group derived from the first monomer and the amine group of the amino compound proceeds more efficiently, and the degree of crosslinking can be further improved, and the compression characteristics can be further improved. Further, the average particle diameter of the crosslinked polymer particles is preferably α1 μm to 10 μm, and the coefficient of variation (cv) of the particle size of the crosslinked polymer particles is preferably 疋10% or less. If the average particle size of the crosslinked polymer particles and the Cv value of the particle size satisfy the above-mentioned secrets, the connection reliability of the conductive particles prepared by the Jiaoqing training is used for the connection reliability of the anisotropic conductive adhesive. improve. Further, the above functional group is preferably a thiol group or an epoxy group. If the functional group is or the epoxy group, then in the step (b), the reaction of the silk of the above-mentioned functional ketone compound derived from the ith monomer can be carried out more efficiently, so that the parental degree can be obtained. The step-by-step is improved and the compression characteristics can be further advanced. Further, the above-mentioned mother particles are preferably particles obtainable by suspension polymerization, emulsion polymerization, dispersion polymerization, precipitation or seed polymerization. and'. (4) The content of the second monomer in which the polymerizable monomer is contained in the second monomer is less than or equal to the amount of the polymerizable monomer. In this case, 'step (a): 疋 contains the monomer of the second monomer and the monomer of the second monomer = rush can make the compression characteristics of the crosslinked polymer particles particularly effective to improve the ^ 201206969 = From the diethylene phenyl benzene and the second savory vinegar to the Na (four) material under the thief has its = = mention: the method, the monomer 'obtained from the polymerizable monomer: 丄 polymeric particles' Wherein the first 'has == base reaction § 匕 匕 且 ' and forms a double bond female: contact == v =:; rr amino group-step crosslinking. (4) The method of reacting the cross-linking polymer to obtain a good compression property in the step (b), which is contained in the amine equivalent of the functional group in the parent particle The ratio of the amine groups is preferably a G11 amount of ~5♦. By using the (iv) ratio of the amine-based compound to carry out the heterosomes, it is possible to obtain the particles having excellent compression impurities. And 'the present invention provides an electroconductive particle' which is produced by the step (e) having the above-mentioned (4) polymer particles of the present invention, and the electroconductive particles are used, for example, as an anisotropic conductive material. Preferably, the crosslinked polymer particles are plated in step (4)+ using a Pd ion complex as a bond 201206969 catalyst. [Effects of the Invention] According to the present invention, polymer particles having good compression characteristics, a method for producing the same, and conductive particles using the polymer particles can be provided. [Embodiment] Hereinafter, preferred embodiments of the present invention will be described in detail. However, the present invention is not limited to the following embodiments. The crosslinked polymer particles of the present embodiment are obtained by the following steps: Step (a), preparing a polymerizable monomer containing an i-th monomer, and obtaining a radical by the polymerizable monomer a mother particle formed by polymerizing a crosslinked polymer, wherein the first monomer has a double bond and a functional group reactive with the amine group, and an atom adjacent to the functional group side among the atoms forming the double bond and the above functional group The group is bonded via 4 or more atoms; the step (b) 'after the step (a), contacting the parent particle with an amine group compound having an amine group', the crosslinking is carried out by reacting the above functional group with an amine group The polymer is further crosslinked. Fig. 1 is a schematic view showing an embodiment of crosslinked polymer particles. The crosslinked polymer particle oxime shown in Fig. 1 has a mother particle 10 formed of a crosslinked polymer, a crosslinked portion X derived from an amine group compound crosslinked with a crosslinked polymer, and a compound derived from an amine group. The amine-based modified portion R. The cross-linking portion X is distributed over the entire surface of the mother particle 1 and the inside thereof. The reforming portion R is mainly disposed on the surface of the mother particle 10. The crosslinked polymer constituting the mother particle 10 is exemplified by a stupid vinyl tree, an acrylic resin, a methacrylic resin, a polyethylene resin, and 201206969 V.TS/X ^|-^ΑΛ polypropylene resin. , polyoxin resin, polyester resin, polyamine phthalate resin, polyamine resin, epoxy resin, polyvinyl butyral resin, rosin resin, terpene resin, phenol Resin, melamine resin, amide resin. A crosslinked polymer obtained by introducing a structure derived from the first monomer into a resin such as a hardened resin obtained by crosslinking and reacting the resin with a ruthenium-based resin or a carbodiimide-based resin. These may be used alone or in combination of two or more. The double bond of the first monomer may, for example, be a carbon-carbon double bond (C = c). Further, each atom forming an atom of a double bond may have a substituent or may be unsubstituted. Specific examples of the functional group reactive with the amine group include an oxycarbonyl group, an epoxy group, an isocyanate group, and the like. Further, the oxygen group referred to herein includes, in addition to the silk (-C00H), a chlorinated base, a ruthenium group or the like. Further, the oxime 1 monomer may have a glycidyl group, and in this case, the functional group having an amine group is an epoxy group, and the linyl glycidyl group is entirely. Further, in the case where the reaction with the amine group is rapid, there is a possibility that the aggregation of the particles can be induced, and therefore the above functional group is preferably an oxycarbonyl group or an epoxy group. In the first monomer, a functional group which is capable of reacting with an amine group in a bond forming a double bond, and a functional group reactive with an amine group are bonded via four or more. Hereinafter, for the sake of convenience, the number of atoms in the atom forming the double bond near the functional group which can react with the amine group, the functional group which can react with the amine group, is referred to as "the number of atoms ^, and further In other words, the 'number of atoms N' is a primary bond constituting a bond on the functional group side of the atom which is capable of reacting with the amine group in the atom which will form a double bond, and the linker which can be bonded to the amine group. The number of atoms is the number of atoms present on the shortest path connecting the atom to the functional group. Further, the number of atoms constituting the side chain bonded to the main chain is of course not included in the number of atoms. The number of the fluorenylene hydrogen in the case where the linking group includes an anthracene group (-CHr·), and the double bond in the case where an ester bond, a guanamine bond, an amino phthalate bond or the like is contained in the main chain of the linking group The number of oxygen (=〇) is not included in the number of atoms N. Further, in the case where a cyclic structure is included in the main chain of the linking group, a function in which an atom forming a double bond is bonded to an amine group is reacted. The atom on the basal side, the path to the functional group reactive with the amine group In the case of two or more, the number of atoms N at this time is the number of atoms present on the shortest path as described above. Further, when the first monomer has two or more double bonds or functional groups in the same molecule, The number of atoms N between at least one double bond and at least one functional group may be 4 or may have a structure in which the number of atoms N between the double-functional groups is less than 4. The following general formula (8) and The general formula (ΠΙ) is a more specific description of the method for determining the number of atoms N. As shown by the following formula (π) and formula (ΠΙ), the atomic number Ν does not include atoms forming a double bond and The constituent atoms of the functional group (in the formula R2) which reacts with the amine group count the number of atoms on the shortest path connecting the atoms to the number of atoms N. In the case of the general formula (11), from CH2=CH_ The eight atoms of the carbon atom to which the directly bonded carbon atom is bonded to R2 on the benzene ring are the object of the number of atoms N, and therefore N = 8. Moreover, in the case of the general formula (m), from ch2 = Ch_ The carbon atoms directly bonded to the four atoms of the carbon atom to which R2 is bonded are the original

S 12 201206969 ττ矸八^ object, so N=4. R3 (linking base) can be straight 鐽 i? or knives, preferably straight. For straight chain or [Chemical 1]

(II) [Chemical 2]

(ΠΙ) Other specific examples are shown in the formula (IV). In the following general formula (in the case of Wei and the filaments which can react with the silk) (GH 2 if the direct bond between the carbon bond and the left double bond is used as the first atom, then The number of atoms is counted, and 8 carbon atoms are formed into a right _ double _ atom, and the fine _CQ 〇 H group is directly bonded. The relationship between the C00H group at the left end and the double bond at the left side is also the same. The relationship between the double bond on the left side and the _c〇〇H group on the right end and the relationship between the double bond on the right side and the _c〇〇H group on the left end are all expressed by 13 201206969 ^ wa crpAx The monomer conforms to the first step and becomes N = 8. Therefore, the monomer of the following formula (IV).

From the aspect of crosslinkability of the crosslinked polymer particles in the step (b), the number of atoms N is more preferably 5 to 5 Å, and most preferably 5 to 2 (). For example, the first monomer of the monooxyl group can be exemplified by 6-glycidic acid, bismuth phthalic acid monohydroxyethyl acrylate, and carboxy-polyhexene singlyl propylene. Propyl hexahydrophthalic acid vinegar, 2·(methyl)-propionyloxyethyl gamma, 4, propylene, oxy), fine nitrogen, 4, formic acid, acrylic acid backbone Ethyl vinegar, 4 [6•(propyl-oxy)hexyloxy]-formic acid, 4-(propenylamino)butyric acid, acrylamide-terminated methylpropionic acid, 3-(propylene Amino acid) propionic acid, 2-propionic isopropyl acrylamide, 7-(propylene decylamino)heptanoic acid, [2,2,2-tris(decylmethoxy)ethyl] Acrylic acid - 1 - vinegar, α_[2_(demethyloxy)ethyl] acrylate methyl ester, bis[4-(2-carboxyvinyl)phenyl] adipate, 4,4, _[ Ethylene bisamino)]bis(4-oxo-2-butenoic acid), 2,3-dihydro-2-(3 4_diphenyl),-3-carboxy-1,4- Benzoquinone dioxin _6_acrylic acid, 2_(3_methoxy_4_hydroxyphenyl)_3_reactive -7-methoxy-2,3-dihydrophenyl hydrazine _5_acrylic acid, Various kinds of 201206969. such as 8-(4-carboxyphenoxy)octyl acrylate and _3_carboxypropyl acrylate. Further, it is also possible to use a sub-substrate in which a hydrogen atom such as the above-mentioned single compound is substituted with a specific functional group, and it is also possible to use it alone, in order to obtain acrylic acid during the synthesis of the mother particles, or to impart monodispersity, it is preferred. The methyl monomer is used together. °* and 'may also be used to fold the base of the base and the right i can also use the above-mentioned polymerizable monomer, the anhydride. Butyl ester; the first monomer of the water two earth is selected, for example, (Meth)acrylic acid _4·hydroxyl phase, Ν·[4·(2,3·epoxy(tetra)+yloxy(4)dimethyl, propyl 9,1G•epoxy octadecanoic anhydride, propylene frequency 7_ [5.2 .1.02 clothing 61 -8 heptyl decyl decyl ester, acrylic acid = 3, 'epoxy tricyclic monomer. '* I and ' can also use more than the epoxy group of the large fraction of 3-denyl cyanate The first monomer of the group may, for example, be a methyl ethyl sulphate 2 isoester, 4 · ethyl phenyl thioisocyanate, 4 _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Tetraisocyanate 8 is based on 2,4,6,8-tetraethyl, 7,9,11·Six Yixian, 11_tetraisocyanate 5曰ϋ4,6,8,10,12, 13·Heptaoxane H3,5,7,9,U_hexa-bicyclondene>^]tridecane, manufactured by Showa Denko, w〇I_EG (trade name), etc. ', a substance which can be used for a protecting group such as a mercapto group attached to an isocyanate group. - The first monomer which is miscellaneous may, for example, be 3,3,·[[(ε)_ethylene-1,2-bis ( Furan-5,2-diyl)]dipropanalaldehyde, (6)_Η4 side·3,7 dimethyl=,6-octyl-oxy] oxy]phenyl]propenyl aldehyde, 2-[(5-acetamidine) Base-6-per 2,3-hydrophenyl benzoquinone-like bee)-2-yl]propenyl aldehyde, 5 5, _[(1ε, 3ε)·13-butyl 1'4-yl] double (biting _2_2 _ acrylic acid _, 2, 2, (p-phenylene bis-ethylidene 15 201206969 keel propylene class, (10) like two wins ^ 妨 二 dipropylene dipropylene secret, (four) · 2, 2, - 曱Oxygen,-1,1H6,6'-dipropylene, (aS)_2,2,dimethoxy-1, fluorene-bina-6,6'·dipropenic acid, 3,3L ( 9_Methyl_9 搭)t 3. 9 I3 Its A butyl Π 唾 唾 二 二 二 二 二 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3 3 3 3 3 3 3 3 3 3 〕Wait. = The i-th monomer having a ketone group can be exemplified by a group lock 4 • Ethyl ^^, N ♦ base (4 _ phenyl phenyl) ketone, N _ _ _ _ _ _ _ _ _ _ _ _ _ • Ethyl phenyl) ketone, 2,4·cycloquinone oxime;: [(10) dimethyl decyloxy) dimethyl-]ethyl] monomer is preferably composed of a plurality of monomers having double bonds The particles of the polymer consisting of "single" 3 are included. The monomer mixture functionality 2nd unit contains, for example, a mixture having more than 2 double bonds, and the mixture is a single inclusion body. The polyfunctional second single-person position having two or more double bonds on the Π" is not easy to form a cross-linked polymer particle 1 having a high surface deformation recovery rate, and the compression deformation recovery rate is high, and the poly-particle of the particle is: :: as a conductor constituting an anisotropic conductive adhesive, and connection reliability. From this viewpoint, a more preferable ruthenium contains 10% by mass to 8% by mass of the second monomer, 201206969. The second monomer of %, the more advanced enthalpy, the amount of 10% by mass to 5 〇f into the mother particle ω is preferably by the following method t·2 early body: =, qualitatively does not dissolve Generated Liquid polymerization. It can also be formed in the form of solvent-free polymerization as in the case of monolithic polymerization. (1) Emulsification in water-soluble or granulating in county, (2) in non-aqueous organic solvents or tears in water tray The solution needle is dispersed in the presence of a dispersing agent; ^ The method of combining the above (1) force (2) with the seed polymerization method, etc. It is easy to control the gamma diameter and process in the post-cleaning process. Even if the seed particles are not used, it is preferable to obtain not only the particles of the target micron size but also the copolymer having a hydrophilic functional group or the like, and it is easy to obtain particles excellent in the deformation recovery rate at the time of high contraction displacement. The polyfunctional second monomer having two or more double bonds is not particularly limited, and for example, it can be used from a polyfunctional vinyl monomer and a polyfunctional (meth) acrylate which are usually used. Specific examples of the second monomer include divinylbenzene, divinylbiphenyl, divinylnaphthalene, (poly)ethylene glycol di(meth)acrylate, and (poly)propylene glycol. Two (mercapto) (poly) glycerol-based bis(indenyl) acrylate, (poly) 1,4-butanediol bis(indenyl) acrylate, etc.; 1,6-hexanediol bis(indenyl) propylene酉文酉曰,1,8-octanediol bis(indenyl)acrylic acid, ι,9-nonanediol di(meth) acrylate, 1,10-decanediol bis(indenyl) Acrylate, Μ2_+dioxane II 2012 06969 W Λ VI ^/AJ. Alcohol bis(mercapto) acrylate, 3-mercapto-1,5-pentanediol, di(meth) acrylate, 2,4 -diethyl-1,5-pentanediol bis(indenyl) acrylate, butyl ethyl propylene glycol bis(indenyl) acrylate, 3-mercapto-1,7-octanediol bis(indenyl) Alkanediol-based bis(indenyl) acrylate such as acrylate or 2-mercapto-1,8-octanediol bis(indenyl)acrylate; neopentyl glycol di(indenyl)acrylate trihydroxyindole Propane tris(fluorenyl) acrylate, tetrahydrocarbyl decane tri(indenyl) acrylate, tetramethylolpropane tetrakis(meth) acrylate, pentaerythritol tris(decyl) acrylate, ethoxylated ring Ethyl alcohol bis(indenyl) acrylate, ethoxylated bis-A bis(indenyl) acrylate vinegar, three Strontium dimethanol bis(indenyl) acrylate vinegar, propoxylated ethoxylated bisphenol A bis(indenyl) acrylate, 丨山^三hydroxymethyl ketone bis(indenyl) acrylic acid, Usansanjing methyl bromide tris(meth)acrylic acid vinegar, 1,1,1·trimethyl methacrylic acid triacetic acid vinegar, o-diisopropyl benzoate and its isomer, isocyanide Three uric acid _ and its new things. The second monomer which can be obtained commercially can be NK ESTER (Α·ΤΜΡΤ_(4), A-body T3E〇, A-TMM-3LMN, A-GLY system, column, A-93〇〇 manufactured by Shin Tokimura Chemical Industry Co., Ltd. , ΑΜΜρ, , A_DPH), etc. These frequencies may be used in combination of two or more. f among the monomers, preferably the second monomer; and the polyfunctional (meth)acrylic acid species used to increase the compression of the obtained cross-linking particle 1 by S It is better to use the 3-(meth) acrylate, and the better Β俨-舻-burning diol is the money of 4~18, more ^

S 18 201206969 j〇 The monomer mixture can also be used as a monomer. The monofunctional single is a monofunctional fluorene having only one double bond. The ratio of /7n li is preferably the total mass of the monomer mixture ^ 7 ^ mass%. The ratio of the monofunctional monomer is more preferably 5%, and more preferably (7) mass% to 7 〇 mass f step is more preferably 15 mass% to 70 mass%. For example, exemplified by (1) styrene, o-methyl phenyl E: basic ethylene, p-methyl styrene, methyl styrene, o-ethyl b, di-ethyl styrene, and b. Stupid ethylene, 2,4·dimethylphenylethyl, p-n-butyl styrene, p-tert-butyl styrene, p-hexyl styrene: p-n-octyl styrene, p-n-decyl styrene Benzyl styrene, such as n-decyl styrene, p-dodecyl benzene, p-methoxy styrene, p-phenyl benzoate, p-benzene styrene, 3,4-dichlorostyrene or Its derivatives, methyl acrylate, ethyl acrylate, acrylic acid (tetra), n-butyl acrylate, isobutyl acrylate, acrylic acid, _acid 2 - ethyl hexyl, n-octyl acrylate , lauryl acrylate, lauryl acrylate, stearyl acrylate, 2-chloroethyl acrylate, phenyl acrylate, methyl chloro acrylate, methyl mercapto acrylate, ethyl methacrylate , methyl propyl acrylate, butyl butyl methacrylate, isobutyl methacrylate, hexyl methacrylate, 2-ethylhexyl methacrylate, n-octyl methacrylate, fluorenyl (dialkyl acrylate), lauryl methacrylate, dimethicyl methacrylate, etc. (meth) acrylate '(iii) vinyl acetate, vinyl propionate, ethyl benzoate, Ethyl acetate such as vinyl butyrate, (iv) vinyl, N-vinylcarbazole, N-vinyl anthracene, N-vinylpyrrolidine, etc. 201202969 Ethylene compound '(V) Fluorine Ethylene, vinylidene fluoride, tetrafluoroethylene, hexafluoropropylene, trifluoroethyl acrylate, tetrafluoropropyl acrylate, etc. containing fluorinated alkyl (meth) acrylate '(vi) butadiene, isoprene a conjugated diene such as an alkene. These monomers may be used alone or in combination of two or more. Preferred among these monomers are styrene or a derivative thereof, (meth)acrylic acid vinegar, and vinyl ester. By using these monomers, the mother particles having the above physical properties can be efficiently obtained. As the polymerization initiator used in the radical polymerization for producing the mother particles, a known radical polymerization initiator can be used. Specific examples of the radical polymerization initiator include peroxides such as benzoquinone peroxide, hydroxyisopropylbenzene peroxide, second butanol peroxide, sodium persulfate, and persulfate, and azobisisobutyronitrile. An azobismethyl T-nitrile, a reduced-sequence compound, and the like. These compounds may be used singly or in combination of two or more. Specific examples thereof include water, decyl alcohol, butanol, 2-butanol, isobutanol, and hydrazine = a polymerization solvent used in the production of the mother particles 10 by solution polymerization, ethanol, 1 · propanol, 2_ Propanol, Bu

201206969 ^,3-Dimethyl Lai, Wei, War, Ring Ship, Methyl Ring Sister, Methyl Bad Benzene, Ethylcyclohexanthate, Peppermint, Bicyclohexyl, Benzene, Toluene, J Benzene = Base grease, aliphatic silk, aromatic hydrocarbons; toxins such as carbon, tri-ethylene, di-benzane, and tetra-di-ethane; ether, dimethyl ether, trioxane, sorghum, etc. Aqueous aldehydes such as methyl sulphate ~ Y succinyl-ethylifg aldehyde; fatty acids such as methyl ketone; propionate; nitro-, phenyl, dimethyl diolamine, monomethyl hydrazine An organic compound containing sulfur or nitrogen, such as guanamine, dimethyl sulfoxide, acetonitrile or N-methyl-2_transferred steel. These solvents may be used alone or in combination of two or more. Since the prevention of particle agglomeration is considered, it is B guess. When the mother particles 10 are produced, a dispersant, a stabilizer, an emulsifier, a surfactant, or the like can be appropriately selected and used. Examples of the dispersant and stabilizer include polystyrene styrene, polystyrene acid, vinyl benzene-(meth) acrylic acid vinegar copolymer, and stupid ethylene (meth) acrylate vinegar copolymer. Polystyrene derivatives such as benzophenone, benzophenone benzophenone copolymer, poly(methyl)-acid, poly(methyl &)_(tetra), polyacrylonitrile, polyethyl (fluorenyl) acetoacetate, poly(meth)acrylic acid, such as poly(indenyl)acrylic acid derivatives; polymethylethylene fine, polyethylethylene, polybutylene fine, poly Polyvinyl thiophane bio-cellulose, thiol cellulose, cellulose acetate, cellulose, hydroxymethyl cellulose, M ethyl cellulose, propyl cellulose, rebel Cellulose-like materials such as cellulose; polyvinyl alcohol, polyvinyl butyric acid, polyethylene, ethylene glycol, acetonitrile, vinegar, etc., polyethylene acetate vinegar derivatives; polyethylene sulfonium ratio 21 201206969 pyridine, polyvinyl pyrrolidine Nitrogen-containing polymer derivatives such as ketone, polyethyleneimine, poly-2-methyl-2- oxalate; poly-ethylene derivatives such as polyvinyl chloride and polyvinylidene chloride; polydidecyl fluorene Oxyalkane Various hydrophobic or hydrophilic dispersants and stabilizers such as polyoxyalkylene derivatives. These compounds may be used singly or in combination of two or more. Examples of the emulsifier (surfactant) include a burnt-based sulfate salt such as sodium lauryl sulfate, a burnt-based benzoate such as dodecylbenzene, a naphthyl naphthate, a fatty acid salt, and an alkyl phosphate. a daughter emulsifier such as a salt or an alkyl sulfosuccinate; a cationic emulsifier such as an alkylamine salt, a quaternary ammonium salt, an alkylbetaine or an amine oxide; a polyoxyethylene alkyl ether or a polyoxyethylene alkyl ether; A nonionic catalyst such as polyoxyethylene alkyl allyl ether, polyoxyethylene alkyl phenyl ether, sorbitan fatty acid ester, glycerin fatty acid ester or polyoxyethylene fatty acid ester. These compounds may be used singly or in combination of two or more. In the step (b), for example, the mother particles are brought into contact with the first solution containing the amine-based compound and the solvent for producing the amine-based compound, by reacting a part of the functional group of the mother particle with the amine group. The crosslinked polymer is brought together. The first amino acid is impregnated with the surface layer of the mother particle or impregnated into the internal amine compound, and has two or more amine groups (preferably one or two or more organic compounds. I. I). It is a linear or branched aliphatic and alicyclic diamine. Specific examples of the aliphatic diamine include ethylenediamine, diamine, 4-butanediamine, 1}6-hexanediamine, M-octane 9-face 2-methyl-W-octanediamine, and (10) fluorene. Diamine, postal amine A 22 201206969 base -:, 5: pentanediamine, 2,2,4-trimethyl-1,6-hexanediamine, 2,4,4-tridecyl from t-amine And methyl-1,9·decanediamine. The alicyclic diamine may, for example, be a cycloheximide female L-methyl-hexylamine and isophorone diamine. It is also possible to use p-diamine, phenylenediamine, dimethyldiamine, 4,4'-diaminodiphenyl fluorene, and bismuth 5 phenyl, 4,4,diamine Alkyl diphenyl aromatic diamine. These diamines may be used alone or in combination of two or more. As the amination substance, a triamine, a tetramine or the like can be used in addition to the above diamine. The average molecular weight of the θ-amino compound is preferably 5 〇 to 3 _, more preferably 〜1 〇 00. When the average molecular weight of the dextran compound exceeds 3,000, there is a tendency that it is difficult to crosslink to the inside of the particles. The amine compound can also be dissolved in an organic solvent. The organic = can be exemplified by: acetone, butyl mesh, methyl isobutyl ketone, cyclohexa;; ester, acetic acid butyl vinegar, ethyl propionate, acetaminophen acetate, etc.; pentane: 2-methyl butyl Alkane, n-hexane, cyclohexane, 2 methylpentane, 2 2·dimethyl, 2,3-dimethylbutane, Gengxuan, Zhengxinxuan, isoxin, 2,2,3-^ Earth glutinous, simmering, simmering, ring sister, methyl ring sister, methyl oxime, ethyl cyclohexane, p-menthane, benzene, toluene, di- or aliphatic or aromatic hydrocarbons; Carbon, tri-ethylene, chlorobenzene: = Ethylene and other self-generation hydrocarbons; EJ, dimethyl hydrazine, Sanwei, tetrahydroanthene and so on. , secretaries such as secretaries and diethyl esters; sulphur, nitrogen, and organic compounds, such as acryl, tribasic benzene, dimethyl decylamine, dimethyl sulfoxide, and acetonitrile. These compounds may be used alone or in combination of two or more. If the amine compound is a water-soluble or hydrophilic organic compound, in addition to 23 201206969 ==, f can use water, methanol, ethyl propanol, pentanol, 3-pentanol, 2 " alcohol, isobutyl Alcohol, tert-butanol, L-pentanol, 2-alcohol, 2-mercapto-1-pentylase 1 butanol, isoamyl alcohol, third pentanol, hexan-2-heptanol, 3-heptanol, 2 : Xin: base:: pentane:, 2 · ethyl butanol, 1-heptanol, alcohol and other alcohols; methyl race road "- ethane hexanol, benzoquinone, cyclohexyl siroli, Ι ί ί Practicing, ethyl celecoxib, isopropyl sulfonium sulphate, butyl alone, may also be used. These compounds may be single, but the solvent is preferably substantially not dissolved in the parent particle 2 Examples of the solvent in which the functional group and the amine compound constitute a first liquid include alcohols such as γ_τ_, glycerin, and ethanebutanol, and the like, ",,,,,,,,,,,,,,,,,,,,,,, % class, methyl, xylene, n-octane: propanol, "butanol, 2-butanol, isobutanol, hydrazine monobutanol, 1-nonanol, 2-pentanol, 3-pentanol, 9 Tian Gan ^ fS; pentanol heptyl alcohol, ... pentanol, : ^ 2-ethylbutanol, μ g Alcohol, 2-heptanol, 3·heptanol, benzoquinone, cyclohexanol, etc.; thiol race ^ ^ ^ isopropyl acesulfame, butyl 赛路苏, diethyl alcohol. , 乙^赛路苏, =, 丁_, methyl isobutylene, cyclohexanone, etc.; 乙乙乙乙丁丁,ethyl propionate, acetic acid 赛路苏, etc.; Base 24 201206969, Ding Shao, Zhenghexin, Cycloheximide, 2_Methylpentyl, 2,2-Dimethylbutan, 2,3·Dimethylbutane, Listening, Zhengxin, Yixin , 2,2,3_trimethyl oxime, simmering, simmering, sulphur, sulphur, sulphur, sulphur, sulphur, sulphur, sulphur, sulphur, sulphur Aliphatic or aromatic hydrocarbons such as benzene, diphenylbenzene and ethylbenzene; hydrocarbons such as carbon tetrachloride, trichloroethylene, benzene, and tetraethene; Three chews, four nitrogen bites, etc., secrets such as diethyl esters; fatty acids such as citric acid, acetic acid, and propionic acid; nitro-, heterobenzene, dimethylamine, monoethanolamine, =疋An organic compound containing sulfur and nitrogen, such as an amine, a dimethyl sulphur, etc. Preferably, water is used. a lower alcohol such as an alcohol or ethanol, a thioglycol, a celecoxib, a mixture of water and a low (iv), a water-soluble and hydrophilic medium such as a mixture of water and sterol, a benzene, a fluorene Indoleamine (DMF), tetrahydrogenethane (THF), butyl (ΜΕΚ), methyl iso-based _ (ΜΐΒκ), (four), Nm on pin (ΝΜΡ), = chloranil, four gas and two materials; Preferred are low-grade water, sterol or ethanol, a mixture of water and a lower alcohol such as methanol or ethanol, a mixture of water and a lower alcohol such as methanol or ethanol, and a water-soluble and hydrophilic medium such as a mixture of water and an ether alcohol. These compounds may be used singly or in combination of two or more. In the step (b), the temperature at which the amino compound is reacted depends on the kind of the solvent, preferably l〇〇C 25 25 ° C, more preferably It is 1 〇〇. 〇~25〇°C, further preferably 18(TC~250°C. The reaction time is the time required for the crosslinking reaction to be substantially completed, depending on the amine compound used and the amount added. The type of the functional group in the mother particle, the viscosity and concentration of the solution, etc., for example, at 180. The underarm is 5 hours to 24 hours, preferably 25 201206969 Λ. Λ Λ. 6 hours to 10 hours or so. The cross-linked polymer particles can also be obtained in the reaction time, but practically, it takes a long time not to be the best. Moreover, if the reaction time is extremely short, the cross-linking does not proceed sufficiently. The amine group is relative to the parent particle. The equivalent ratio of the functional groups, the amount of the amino group compound in the step (b) is preferably from 0 to 5, more preferably from 5 to 3. If the equivalent ratio is too small or excessively large, The following tendency is obtained: The effect of improving the compression characteristics or the improvement of the formability of plating is small. The average particle diameter of the crosslinked polymer particles is preferably 〇1 μηη to 5〇μηη, more preferably 0.2 μηη to 30. Μιη, further better is 〇3 μιη~ 20 Μιη, the most preferable is 0.5 μϊη~5. If the average particle diameter is small, there is a possibility that the parent polymer particles become easily aggregated. The Cv value of the particle size (diameter) of the parent polymer is preferably the following When the Cv value exceeds 1% by mole, there is a tendency that the performance of the crosslinked polymer particles in various applications is lowered. For example, there is a tendency to use the crosslinked polymer particles for forming a conductive material of an anisotropic conductive adhesive. The connection reliability in the case of the particles is lowered, and the quantitative property when the crosslinked polymer particles are used in the bio-inspection element is lowered. From the same viewpoint, the Cv value of the particle diameter is preferably 5% or less. Preferably, it is 4% or less. The coefficient of variation cv of the average particle diameter and particle diameter of the parent polymer particles can be determined by the following measurement method: 1) Dispersing the particles in water using an ultrasonic dispersion device, and adjusting the inclusion A dispersion of 1% by mass of particles. 2) About 20,000 pieces of the dispersion liquid were observed by a particle size distribution meter (Sysmex F1〇w, manufactured by SYSMEX CORPORATE).

S 26

201206969 i Ul^lX Calculates the coefficient of variation Cv of the mean diameter of the average particle size. The mother particle after step (b) is at (10). The pressure measured under c is usually 0% or more, preferably on the wheel, and more preferably: more preferably 65%. When the compression deformation is restored to a low level, the elastic force R tends to cause contact failure in applications such as an anisotropic conductive adhesive which requires high elasticity. 』The compression deformation recovery rate is measured by compressing the particles from the center of the nail at a speed of 0.33 mN/Sec to 5 _, and vice versa, with the relationship between the load value and the compression displacement when the f degree of 〇33 is less than the load. Was paid. The value of the ratio (L1) of the displacement (L1) from the point at which the load is reversed to the value at which the load is finally removed, and the displacement from the point from the reversal to the initial load value (L1) is compression. Deformation recovery rate. The crosslinked polymer fine particles of the present embodiment have a high compression conversion ratio as described above, and are excellent in the thermodynamic properties. Therefore, when the S« compound is used as a material for guiding the f material, the connection cap between the electrodes is damaged or the possibility of penetrating it is low, and the high-compression deformation can be made high. Accuracy gap retention or stable connection can be # possibility of the face. Further, since the crosslinked polymer particles of the present embodiment have the characteristics as described above, they are used not only in the field of electronic materials but also in coatings, coating agents, light diffusing agents, cosmetics, medicines, or biometric components. Fields of extensive conversion of agricultural materials, construction materials, etc. [Examples] Hereinafter, the present invention will be more specifically described by way of examples and comparative examples. However, the invention is not limited to the following examples. 1. Synthesis of mother particles (Step a) Synthesis Example 1 Each of the following compounds was placed in a 100 mL three-necked flask while being heated by a water bath at 80 ° C, and stirred for about 6 hours using a stirrer. A mother particle formed by crosslinking a polymer. • Divinylbenzene (DVB) (96% by mass, containing ethyl ethene (EVB) 3% by mass) ····9g Earth • 1,10-decanediol diacrylate: 2.7 g • Mercaptoacrylic acid: 2 g • 6-heptenoic acid, (number of atoms n=4): 1.4 g • Azobisisobutyronitrile (AIBN): 〇.〇7g • Acetonitrile: 70g Next, the mother particles are separated by a suction filtration device. The washing was carried out by washing with isopropyl alcohol (IPA, Wako Pure Chemical Industries, Ltd.) three times to five times, and then vacuum drying to obtain powdery mother particles. The particle diameter of the obtained mother particles was measured by a scanning electron microscope (SEM), and = spherical monodisperse particles having an average particle diameter of 2.9 μηη. The particle size of 2 is 1·1%. 〇Synthesis Example 2 + In a 10.5 mL three-necked flask, the following compounds were placed in total, and the mixture was heated by a water bath at 80 ° C while using a search machine. Stirring was carried out for 6 hours to form a mother particle formed of a crosslinked polymer. 28 201206969

•/UU 1 UL/1X

Lfvi3 · 0.9 g 1,10-nonanediol dipropionate 颙 methyl propyl acid: 2 g 2-7 g • 10-Ί dilute acid (brow eyebrows • class: heart atom number (four)··1々•acetonitrile :70g Next, using a suction filtration device and using the isopropanol 2 knife f: pull: 'repeated 3 filtration' and then vacuum and dialysis, clear, and pure observation) Masterbatch = mother particle. With a spherical single-segment of _ _. Kawasaki 2.8 Synthesis Example 3 In a 100 mL three-necked flask, the surface was formed by a cross-linked polymer by heating in a water bath of 8 (the surface of the TC).仃 about 6 small • DVB : 0.9 gg • 1,10-癸^ — alcohol dipropylene acid cool: 2/ • mercaptoacrylic acid: 2g g • phthalic acid monohydroxyethyl acrylate (atoms n== :8). 1-4 • AIBN : 0.07 g • Acetonitrile: 70g Repeat the washing and washing of 3, and use the suction filtration equipment to filter and separate the mother particles, and use isopropyl alcohol (IPA, and 29 Pure Chemicals 29 201206969 Filtration, followed by vacuum drying to obtain powdered mother particles. The obtained mother particles were measured by observation, and the result was the cv value of the spherical monodisperse particle size of the average particle 8 coffee. It is 3 6%. Erma 3.4 Synthesis Example 4 In the three-necked flask, the following is added to the flask, and the water is secreted by the 8GC water, and the surface is mixed with the machine to form a cross-linking polymerization. Mother particles formed by the substance., small • DVB: 0.9 g • 1,10-nonanediol diacrylate: 2jg • methacryl Acid: 2 g N, = fgLfe (degree of polymerization 2) monopropene _ (atomic number • AIBN: 0.07 g • acetonitrile: 70 g ★ its ^ ' using a twitching device and separating the parent particles repeatedly to carry out 3 - person ~ 5 I used isopropyl alcohol (IpA, Heguang and then vacuum drying to obtain powdery mother particles for a long time. The result is that the average particle size is u qing's spherical shape. The Cv value of the particle size is m. Synthesis Example 5 I borrowed I: two or three, and the total compound was filled with the following compounds, and the mixture was stirred for a while. The shaft is formed by a parent polymer* DVB : 0.9 g 201206969 '· hexadiol diacrylate: 2.7 g • methyl propyl benzoate: 2 g N: (1)····].=(acrylic oxy) Hexyloxy] benzoic acid (atomic number • AIBN : 〇.〇7 g • acetonitrile: 7〇g 八-人, using a suction filtration device, filtering separation times ~5 times using isopropanol (IPA JJ over 3) Filter 'and then it h wire, get the cleaning of the powder mother ^ and observe the slightly measured spine sister diameter, ^ by the ball μ ΐΏ spherical single-division. The Cv value of the particle diameter is 2 ·7 In an example of 6 ° in a 100 mL three-necked flask, the total surface of the three-necked flask was used, and the water bath was used to carry out the force. One side of the mixture was mixed for 6 hours to form a mother formed of a crosslinked polymer. DVB : 0.9 g • 1,10-癸 醇 一 一 一 旨 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 0.07 g • Acetonitrile: 7〇g Next, using a suction filtration device to separate the mother particles, and repeating the cleaning with isopropyl alcohol (IPA, Wako Pure Chemicals) and then using the filter for 3 times to 5 times. Vacuum drying was carried out to obtain a powdery observation = a smear-like mother-like diameter, and a fresh spherical spheroidal monodisperse particle. The particle size & value is * ι%. Synthesis Example 7 The surface-loaded flask was charged with water and cooled by water-cooling, and the mixture was heated for about 6 hours using a crawler to form a red mother particle formed of (4) polymer. • DVB: 0.9 g • 1,10-decanediol diacrylate·· 2 7 g • methyl propyl benzoate: 2 gg .N-pyrrole (4{ olefinic) clear AIBN : 〇.〇7 g ;* 1Α • Acetonitrile: 70g Next, use (4) equipment and separate the mother 2: == to obtain powdery (four) particles. The spheroidal monodisperse particles of the 叩 叩 are obtained by ‘ observation and measurement of the particles of the parent particles. The Cv value of the particle size is 40 ζ C is 3.7. Synthesis Example 8 In a 100 mL two-necked flask, the total loading surface is heated by a water bath of a thief, and two sides are used: The polymer formed by enthalpy and has a small force of 6 • DVB-960 : 〇.9 g • l10-nonanediol diacrylate: 2.7 g 32 201206969 • Methyl acetoacetate: 2 g • 3,3'_[ [(E)_Ethyl _ι,2-diyl] bis (biting ·5,2 two-base knife-acrylic (atomic number N=l〇): 〗 .4g • AIBN : 0.07 g • Acetonitrile: 70g The second filtration is carried out by using suction filtration and equipment; the mother particles are separated, and the cleaning is carried out by using isopropanol (IPA, Wako Pure Chemicals) for about 35 times and then vacuum drying to obtain powdery mother particles. The particle size of the obtained mother particles was measured by observation, and the result was spherical monodisperse particles having a flat contact diameter Mm. The Cv value of the particle diameter was 28.8%. Synthesis Example 9 Total cracking in the three-necked flask Each of the following compounds was heated by a water of 80 C, and stirred for about 6 hours using a machine to form a mother particle formed of a crosslinked polymer. • DVB-960: 〇.9 g industry):=(^ alcohol dipropylene _ (Α__, Xinzhongcun Chemicals • Methyl acrylate: lg • 4-ethyl ray-based § (atomic number 5):

* AIBN : 〇.〇7 g S • B guess · 70 g Next, use a suction filtration device to filter and separate the master batches by ~5 times using isopropanol (IpA 3 filter, then perform Zhenna, get the shape I. 33 201206969 The particle size of the obtained mother particles was measured and observed to be spherical monodisperse particles having an average particle diameter of 33 μm. The Cv value of the particle diameter was 3.8 〇 / 〇. Synthesis Example 10 * at 10. 0 mL The three-necked flask was charged with the following respective compounds, and heated by a water bath of 8 G ° C. The surface was stirred by a Lion for about 6 hours to form a mother particle formed of a crosslinked polymer. • DVB : 1.1 g • 1,10-decanediol diacrylate: 3 4 g • Methyl acrylate: 2.5 g • AIBN: 0.07 g • Acetonitrile: 70 g Once again, use the grapefruit source s and prepare for filtration to separate the masterbatch: plant times The left and right isopropyl alcohol _, and pure pharmacy) =: dried over two air to obtain powdery mother particles. By _ observation, the U is the spheroidal monodisperse particle having an average particle diameter of 27 μη. The Cv value of the particle size is 3. Synthesis Example 11 In a 100 mL flask, the following characters were collectively introduced, and 80 sides were used on one side. (: The water bath is twisted, and the 撙 砗 撙 撙 w w w w w w w w w 撙 撙 撙 撙 撙 撙 撙 撙 撙 撙 撙 撙 撙 撙 撙 • • • • • • • • • • • • • • • • • • • Propionate: 3jg • Mercaptoacrylic acid: 2.5 g • Mercapto acrylate glycidol g (atoms N=3): Ο 34 201206969 wo x uuni. • AIBN : 0.07 g • Acetonitrile: 70 g Next, use pumping The mother particles were separated by filtration through filtration, and were washed three times to five times with isopropyl alcohol (IpA, Wako Pure Chemical Industries, Ltd.), and then vacuum dried to obtain powdery mother particles. The particle diameter of the obtained mother particle was measured, and as a result, spherical monodisperse particles having an average particle diameter of 3 〇μΠ1, and the Cv value of the particle diameter was 3.5%. The respective parent particles obtained in Synthesis Example 1 to Synthesis Example u were measured. The compression is increased by V. The ratio of the average particle diameter of the mother particles, the Cv of the particle diameter, and the compression recovery rate are collectively shown in Table 1. [Table 1]

2. Crosslinking of the mother particles Example 1 to Example 9 (Step b) In a 100 mL flask, the mixture of the following ratios was added to the mixture of the following: 201206969 «/W compound, used at room temperature The machine was stirred for 1 hour to obtain a dispersion dispersion under a turbulent air flow, and heated in an oil bath of 18 (TC for about 6 hours.) Master particles of Synthesis Example 1 to Synthesis Example 9: 5 parts by weight • hexamethylenediamine (Wako Pure Chemical Co., Ltd.) ): 1 part by weight (the ratio of the amine group to the carboxyl group in the mother is 1 equivalent) t • γ-butyrolactone (Wako Pure Chemical Industries, Ltd.): 94 parts by weight of the human-filtered device using a suction filtration device In the same manner, the vacuum cleaning was carried out by using the cleaning of the crucible and the ship was carried out to obtain the crosslinked polymer particles of Example 1 to Example 9 which were conjugated by hexamethylenediamine. The obtained particles were subjected to compression recovery at 18 (TC). The measurement was carried out. Example 10 Step 2 was carried out in the same manner as in Example 2 except that 2.5 parts by weight of hexamethylenediamine (the ratio of the amine group to the carboxyl group in the mother particle was 2.5 equivalent) was added in Example 2 to obtain a crosslinked polymerization. Particles of the particles, and the compression recovery rate was measured in the same manner as in Example 丨~Example 9. Example 11 In Example 2, step 5 was carried out in the same manner as in Example 2 except that 5 parts by weight of hexamethylenediamine (the ratio of the amine group to the thiol group in the mother particle was 5 equivalents) was added to obtain a crosslinked polymer particle. Further, the compression recovery ratio was measured in the same manner as in Example 9 to Example 9. Comparative Example 1 The mother particles synthesized in Synthesis Example 10 were subjected to the step b in the same manner as in Examples 1 to 9 to obtain crosslinked polymer particles. Further, the compression recovery ratio was measured in the same manner as in Examples 1 to 9. 36 201206969 -----Γ - Comparative Example 2 The mother particles synthesized in Synthesis Example 11 were subjected to the step b in the same manner as in the example to the example 9. 'The crosslinked polymer particles were obtained. Further, the compression recovery ratio was measured in the same manner as in the examples j to 9. Comparative Example 3 The mother particles of the synthesis example 1 in which the amine was not crosslinked were used as Comparative Example 3. The compression recovery ratio was measured in the same manner as in Example 1 to Example 9. The average particle diameter, the Cv of the particle diameter, and the compression recovery ratio of each of the six polymer particles obtained in Examples 1 to 11 and Comparative Examples 1 to 3 were the same. The summary of the fruit is expressed in Table 2. Heart knots 37 201206969 [Table 2] Crosslinked polymer particles

Atomic number N Example 2 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example Example 9 Example 10 Example 11 Comparative Example 1 Comparative Example 2 lb Comparative Example 3 4 14 13 4 10 4 Addition of functional amino group compound to functional group Amount (equivalent) Average particle size (μιη) Cv (〇/〇 compression recovery rate (%) Isocyanate group

The crosslinked polymer particles obtained in each of the examples had good compression characteristics. On the other hand, the compression characteristics of each particle of the comparative example were not sufficient. From the above experimental results, it was confirmed that the crosslinked polymer particles having good compression characteristics can be provided by the present invention. [Industrial Applicability] It is understood that the crosslinked polymer particles of the present invention satisfy the characteristics of particles which can be used for a conductive material such as an anisotropic conductive film or a conductive paste. Further, since the crosslinked polymer particles obtained by the production method of the present invention are also excellent in heat resistance, chemical resistance, reactivity, and solution dispersibility, they can be suitably used in the following broad range: liquid crystal spacers Piece, conductive microparticles and conductive material using the conductive microparticles, static charge 38 201206969

WVW & ^ ^ * X developer 'silver salt film for surface modification with film modifier, thermal paper travel stabilizer, toner and other electrical, field; ink, adhesive, adhesive, light diffusion Agents, coatings, chemical applications such as coatings for papers such as films and information recording papers, etc. *// Adding main low shrinkage agents, paper, ethnic materials, resin modifiers, etc. General liquids or powder cosmetics Cosmetics such as slip agents or body pigments, biological and medical fields such as organisms and antigen-antibody reaction particles, pharmaceuticals and pesticides, construction, and automotive. BRIEF DESCRIPTION OF THE DRAWINGS Fig. 1 is a schematic view showing an embodiment of crosslinked polymer particles. [Explanation of main component symbols] 1 : Mother particle: Crosslinked polymer particle R: Modification part X: Cross-linking part 39 201206969 Patent description of the invention (The format, order and bold type of this manual, please do not change it, ※ mark part Please do not fill in. ※Application number: I 〇〇1 2 〇9 4 5 (200€.dl) ※Application date: \〇0丄I 7 XIPC classification: 孑J*(2〇〇6·〇1> Invention name: (Chinese / English). U〇〇6.〇u Crosslinked polymer particles and their manufacturing method, conductivity ΐ〇06·01, Ο

CROSS LINKING POLYMER PARTICLE AND FABRICATING METHOD THEREOF, AND CONDUCTIVE PARTICLE II. Abstract: A crosslinked polymer particle 10 can be obtained by the following steps: Step (a), preparing a polymerizable monomer containing a terpene monomer a mother particle 1 formed by crosslinking a polymer obtained by radical polymerization of the polymerizable monomer, wherein the first monomer has a double bond and a functional group reactive with the amine group, and forms a double bond The atom near the functional group side of the atom and the functional group are bonded via 4 or more atoms; in step (1), after the step (/)', the parent particle 1 is contacted with the amine group compound having an amine group, by the functional group and The crosslinking reaction further crosslinks the crosslinked polymer. 201206969 III. English invention summary:

The first interaction includes the radical polymerization of the droplets, the first monomers include the double bonds and the first monomers include the double bonds and Functional groups able to react with amino group, and an atom near the functional group in the atoms to form the double bond is connected to the functional group through 4 or more atoms; step (b): after step (a), making the mother Particles 1 contact amino compounds containing amino groups to further cross link the cross linking polymers by a reaction of the functional groups and the amino groups.

Claims (1)

201206969 α πT 喷 矛 π target 囷 囷 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐 乐a = a particle, which is subjected to a bond by the manufacturing step having the step (c) (the pair is applied to the crosslinked polymer particles as described in the first to the first part of the patent application). It is called the conductive particles described in the 12th patent range, and the other ion complex is used as the recording agent to perform the plating of the parent polymer particles. S 42 201206969 10 Figure 1 201206969 IV. Designated representative map: (1) The representative representative of the case is shown in Figure 1. (2) Brief description of the symbol of the representative figure: 1 : Mother particle 10: Crosslinked polymer particle R: Modification part X: Cross-linking part 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention. : None.