JPH01279908A - Aromatic vinyl polymer having new functional group and preparation thereof - Google Patents

Abstract

PURPOSE:To convert the title polymer into a polymer having a functional group having a cation or anion exchange function and to improve handling properties and fixing and adsorbing abilities. CONSTITUTION:An arom. vinyl polymer consisting of a homopolymer having repeating units M1 of formula I or a copolymer consisting of 0.1mol% or higher M1 units and formula II [wherein R0 and R'0 are each H or methyl; A is (chlorinated) benzene, naphthalene or fluorene; Y is a functional group or formula III or IV (wherein X is a halogen; R' and R'' are each H, a lower alkyl, an aryl or an arallyl; R1-2 re each H or an alkyl)] is obtd. by reacting a multi-core island-in-sea type composite fiber consisting of an arom. vinyl polymer such as polystyrene or poly-alpha-methylstyrene and 1-30% reinforcing polymer such as polyethylene or polypropylene and having a fiber thickness of 0.01-500 denier with a haloacetamidomethylating agent (e.g., N-methylolchloroacetamide) in the presence of a swelling agent, 0.001-10 times as much formaldehyde based on the arom. nuclei and an acidic catalyst (e.g., sulfuric acid) at 0-100 deg.C to obtain an arom. vinyl polymer having a haloacetamidomethyl group and, if necessary, treating it with an org. amino compd. having a prim. -tert. amino group.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel functional group-containing vinyl-based Xiahe cup and its production method], more specifically, it has a tδ-jiang halogen atom at a reaction pressure, is basic, Makoto Note 2 and its individual sensual fund introduced into Hirojin, adsorption.

An aromatic vinyl-based polymer that can be converted into a polymer useful for fixing ion cross-links or cables, etc., and its surface coating.

Attempts to add functional groups to each group of polymer molecules and to use these polymers as ions, fats, and adsorbents were reported, for example, in 11.791 of 49-11. Many proposals have been made to No. 49-6, No. 284, No. 54-11Q, No. 274, etc.◇. Shi〃・shinagasu, conventional.

These polymers with functional groups that exhibit ion exchange ability or adsorption ability are polymers that have been introduced with functional groups that exhibit ion exchange ability, for example, polymers that have functional groups that exhibit only anion exchange ability.

Even if it is possible to introduce a functional group that exhibits only anion-exchange IIL with a given injection, for example, it is not possible to introduce a functional group that exhibits cation-exchange disorder, furthermore, it is possible to introduce a functional group that exhibits only anion-exchange IIL. M polymers are basically incapable of voltage transformation in many cases, and cannot be said to be versatile polymers.

The present inventors have conducted extensive research on functional polymers that can be easily modified into functional groups that exhibit various functions such as ion exchange, suction, or ferns, and have discovered the present invention. It is.

In other words, one object of the present invention is that it can be converted into any one molecule having a functional group having not only cation exchange ability but also anion exchange ability, and furthermore, the same polymer can be converted into a single molecule having a functional group having anion exchange ability, and furthermore, the same polymer can be converted into a single molecule having a functional group having anion exchange ability, and furthermore, the same polymer can be converted into a single molecule having a functional group having anion exchange ability. The purpose is to provide a synthetic N-combinant that can be converted into other polymers with ridges, such as polymers, and its production.Other purposes are to provide a synthetic N-combinant that can be converted into polymers with other ridges, such as It is therefore necessary to provide a molecule having a functional group that exhibits particularly excellent performance in the absorption and removal of molecules, and a method for its cleavage fL.

Still other items 17; j, polyolefin, polyamide.

By using a fiber-forming polymer such as polyester in combination with the housing, it is molded into an iR fiber form and is useful for handling.
・It is intended to provide a mechanism that is larger than that of fixed eyebrows.

The object of the invention is to solve the problems expressed by the general formulas (I) and (1) as described in the claims.
This is basically achieved by an aromatic vinyl-based constitutional complex having an aromatic nucleus into which an M1tE group is introduced as a side chain.

The starting materials for the aromatic vinyl TL of the present invention include: polystyrene, polyα-methylstyrene, polyp-chlorostyrene, polyvinyltoluene, polyvinyl 1,000 silane, polyvinylnaphthalene, which are known as ion exchange raw materials; A vinyl yarn polymer having an aromatic nucleus in a side chain such as polyvinylfluorene is used, but -IP+W polystyrene or polyα-methylstyrene is preferable.

The 3X basin of the present invention has aromatic cutting of the above starting materials.
-1ml for the 8″ body: general formula (1) as a group
There is a provision in that it has a group represented by, that is, a haloacetamidomethyl group.

If the functional group represented by the general formula (I) has an active halogen atom, this halogen atom can be easily converted into a basic group, an acid group, or any other maple functional group. It's a monkey. Please give a specific example of such a convertible group.1
Conversion to 6-aminoglycyl group or ammonium glycyl group by reaction with primary, secondary and tertiary amino compounds, phenoxyglycyl group by reaction with phenolate, introduction of sulfonic acid group by reaction with hanasium sulfite, etc. It is possible to introduce functional groups of each strain.

Note that the reaction with each of the above amino compounds is carried out at room temperature to 100°C.
This reaction can be carried out under low-temperature conditions, and the polymer in which dihaloacetamidomethyl groups are converted to aminoacetamidomethyl groups has excellent performance in immobilizing enzymes and diluents, and adsorbing and desorbing macromolecules. shows.

Here, the n functional group represented by the general formula (I) (11 yr in the combination: at least 1101 mol per mol of 4-nucleus).

Preferably, it is contained in the range of α1 to 1 mole.If it is less than 101 moles, the maximum amount of each a function is small, ion exchange, -element.

The functions of the technique such as fixation or adsorption of the piece body are not satisfied.

Furthermore, the polymer of the present invention is preferably crosslinked and insolubilized by methylene or methoxymethylene bonds.

Next, when the polymer of the present invention is used for ion exchange, enzyme immobilization, adsorption, etc., it can be made into various shapes such as one powder particle.

It is preferable to form the fiber into an i-shape by applying methods such as mixed ribs, composite spinning, etc. with a well-known finely-shaped pre-cast monomer such as polyolefin, polyamide, polyester, etc. That is, as described below, the polymer of the present invention can be used as described above.
75 As a raw material, a raw material polymer having meltability is used, and the functional group represented by the general formula (1) is introduced by molecular reaction. The starting materials can be made into fibers through the above-mentioned fibril formation Note 1 coalescence, mixed spinning, composite spinning, etc. Among these, 0
As the core component of polyglobylene or a co-merged thereof, which the present inventors previously proposed in Shunkaiwa No. 54-15019,
A multicore sea-island composite fiber whose sheath component is a starting material for the polymer of the present invention, such as polystyrene or polyα-methylstyrene, into which a functional group represented by the general formula (I) is introduced by a molecular reaction.

It has excellent suction ability, has excellent mechanical properties and is easy to handle, and can be shaped into a form suitable for the purpose of use or made into short fibers of a certain size, making it extremely advantageous. .

Among the +II streaky polymers obtained from the aromatic vinyl-based Arashi polymer having the group represented by the general formula (1) of the present invention, the group represented by the general formula (I), that is, the side thtV aminoacetamidomethyl group Aromatic vinyl polymers with low aromatic properties exhibit excellent performance as skin absorbent materials for enzymes, short body fixation caps, and macromolecules. That is, the general formula (I
), it is clear that there is a direct M-
In the middle of the side chain, there is an amide group that is popular for planting! L, amide carbonyl group at position 06! : Has an active amino group on the A atom.

In general, the 7-mino group has the ability to act as an active site during ion exchange and & layering, but the amino group has the ability to act as an active site during ion exchange and & layering. If they are connected through atoms.

Due to steric hindrance, ion exchange and adsorption of medium and sieve molecular child substances cannot be carried out satisfactorily. In addition, even if the amino group is attached to the tip of a long and flexible side chain, if that side chain is Ajisuiju/), the medium/polymer of Iishuiju can be used as a substance.
It is not possible to generate sufficient total force in iA's ion exchange and adsorption. moreover.

Even when the amino group is bonded to the tip of the 141 chain of hydrophilic ε with an appropriate length, the position yti1 between the hydrophilic group and the amino group
4 Due to the poor chemical and thermal stability of the amino group, for example in the side chain.

Carbon at the β-position of the 7-midocarbonyl amino group: IAJJ
When M is present in the X molecule and a hydrogen atom is bonded to the α-position carbon atom, the amino group tends to fold its arms.

For example, when using the adsorbent of Kaji Sendo in applications where treatment with Seikobacterium is essential, there is a drawback that steam sterilization, which is the safest and most convenient method, cannot be used.

19, In the polymer of the present invention, the amino group is bonded to the aromatic nucleus bonded to the polymer chain via a linear chain consisting of four atoms, and the amino group is bonded to the aromatic nucleus bonded to the polymer chain, and the amino group is bonded to the aromatic nucleus bonded to the polymer chain through a linear chain consisting of four atoms, and a hydrophilic Because there is an amide group, which is a sexual group.

It exhibits crushing capacity in ion exchange and adsorption of medium and high polymer bases and adsorption of enzymes and short bodies. In addition, since the amino group is bonded to the carbon atom located at the a-position with respect to the carbonyl group of the amide, it is thermally stable and Q0
This @ Ming's polymer RI steam sterilization process is possible.

As a method for producing the aromatic vinyl polymer of the present invention (L,
Typical examples include styrene, α-methylstyrene, etc.
42i A mono-aX combination of vinyl monomer or a copolymer mainly composed of sora-t is produced by a polymer reaction as the entire starting material, and since the starting material is a polymer, it is easy to perform a polymer reaction on these polymers, and As an IIA product
It is best to use one that has been pre-molded with IJX so that it can be used.

Hereinafter, as mentioned above, 9 reaction materials and products will be handled as products, and 11 raw materials formed into usable fibers 1 will be combined as an example of 3 pieces 4? , explains the method for producing the light polymer.

The raw material coalescent fibers used in the invention are styrene, α-
Aromatics represented by methylstyrene, vinyltoluene, etc.
Fibers consisting of homopolymers of vinyl monomers having 4F bales, copolymers mainly composed of these, or mixtures of these polymers and reinforcing polymers such as polyolefins, in the form of staples, filaments, punchfels), etc. There is no limit to the thickness of the bone fibers used in i, M and uniform forms, but usually α01 to 50.
0 denier, (L1 to 50 denier is preferably used from the viewpoint of mechanical properties and practical %EE.

Since the 2L formaldehyde used in the present invention is a gas at room temperature, it can be blown into a reaction vessel as a gas and dissolved therein, or paraformaldehyde can be dissolved.

It may also be provided in the form of trioxane, tetraoxane, etc. -E. It is also possible to supply it as a compound that easily decomposes and generates formaldehyde, such as metral or methylene diacetate.

The amount of formaldehyde used is the most important factor determining the crosslinking density of the finished product, and if the amount is too small, the μ
If too much polymer is sprayed, the crosslinking density becomes too low, making it difficult to introduce haloacetamidomethyl groups.

Use of formaldehyde thltv! L, type of polymonovinyl aromatization adduct, size of molded product, or size M
The thickness of I! #Catalyst, haloacetamide methylating agent.

Although it varies depending on the type and amount of bath salt used as well as the target Mu of the product, it is generally (LOOI ~ 10 mol, with a difference α
01-2 times molar ratio of aromatic nuclei is used.

d,N-methylolchloroacetamide as a haloacetaminomethylating agent used in the present invention.

N-methylol-α-bromopropionamide.

Examples include N-methylol-nihalocarboxylic acid amides such as H-methylol-a-iodobutyrylamide, alkyl etherified derivatives of these or ester compounds, and halogen-substituted hydroxyl groups. From the viewpoint of safety, R-methylol-α-chlorocarbon is an amide, and N-
Methylol-chloroacetamide is preferred.

In addition, by treating the chloro group introduced into the fibers with a solution of potassium iodide or potassium bromide, it can be easily transformed into a V, iodine group, or -A elementary group. can.

A, zinc chloride as a dragon plate used in non-invention.

Friedel-Kraz catalysts such as aluminum chloride, tin tetrachloride, ferric chloride, methane, benzene, toluene, organic sulfonic acids, and organic sulfonic acids such as sulfuric acid or fuming sulfuric acid. Examples include strong acids. However, sulfuric acid is reactive.

It is optimal in terms of operation, economy, safety, etc.

The swelling agent used in the present invention can be varied within a wide range of 1 times the mole or more of the fill's ff1Ub acetamide methylation agent, but the optimum usage amount changes depending on the ridge of the swelling agent and the amount used. Any inert bathing medium may be used as long as it has a swelling effect on the chain or polyheptinyl aromatic compound, and has a bathing effect on the haloacetamide methylating agent and acid pBm, and may include nitroalkanes such as nitropropane. , aromatic nitro compounds such as nitrobenzene, chlorinated hydrocarbons such as 1,2-dichloroethane, and aprotic/natural organic foil agents such as sulfolane. These can be used individually or mixed with each other or with other inert bath agents.

The reaction process of the present invention is carried out at a temperature range of 0 to 100°C for mosquitoes and 0 to 60°C for copper reaction.

When producing a product using the demagnetization manufacturing method of the present invention, the selection of the haloacetaminomethylating agent, choking medium, and formaldehyde components and amounts is very important.

Further, if the combination is such that the zero reaction solution becomes a uniform bath solution Vr-, it is advantageous in terms of product leveling and operation efficiency.

In that sense, when sulfuric acid and nitro compound bath agent (L) are combined, it is easy to form a homogeneous solution and it is easy to spread out.

Furthermore, the aromatic vinyl polymer having an aromatic cherry chain having an aminoacetamidomethyl group introduced therein represented by the general formula (]) of the present invention is an aromatic vinyl polymer having an aromatic nucleus having the haloacetamidomethyl group as a side chain. It can be easily obtained by treating a vinyl polymer with an amino compound.

The amino compound used in the present invention is ammonia.

Specific examples include hydroxylamine, hydrazine, and other organic amine compounds having a primary, secondary, or tertiary amino group.

methylamine, ethylamine, n-butylamine.

Examples include dimethylamine, diethylamine, hexamethylenediamine, polyethyleneimine, trimethylamine, triethylamine, pyridine, M-methylaniline, and the like.

The reaction between the amino compound and the haloacetyl group in the raw material in the production of the g-fiber of the present invention (2) is a reaction that proceeds well at a reaction temperature near temperature, even if the halogen atom is a chlorine atom, which is the least reactive. . The amino compound is used in an amount equal to or more than the amino group required in the fiber. in this case,
When the amine compounds are secondary and tertiary amines, the crosslinking density in am does not change, but when the amine compounds are secondary and tertiary amines.

When the fiber has an NH group or a plurality of secondary amino groups, the amino compound reacts with the plurality of haloacetyl groups, increasing the crosslinking density of the fiber. This increase in crosslink density is suppressed by increasing the usefulness t of the amino compound.

As the solvent used in the reaction of the raw material fiber and the amino compound, water, lower alcohols such as methanol, ethanol, n-butanol, etc., and ethers such as dioxane and tetrahydro7ran are preferably used.

It was. When the amino compound is a low boiling point compound, the reaction time can be shortened by carrying out the reaction under pressure.

This % Mingtan fiber can be used for a wide range of purposes, from ion exchange of low-molecular-weight anions to the immobilization of enzymes and other components, as well as the formation of layers and ions in polymer trays.

It is preferable to select and use the most widely accepted standard according to the individual application.

For applications requiring high mechanical strength of the fibers, fibers containing a reinforcing polymer are preferably used.

The reinforcing polymer is not limited to any material as long as it is physically and chemically inert during the manufacturing process of the product of the present invention and can maintain a mechanical r:A degree of 1. Examples of sometimes preferred reinforcing polymers include polyethylene,
Examples include crystalline polyα-olefins represented by polypropylene, poly(6-methylbutene-1), poly(4-methylpentene-1), and the like.

The reinforcing polymer is arranged inside the fiber of the present invention in the form of a simple mixed fiber in which the non-bath-injected aminoacetamidomethylated polymonovinyl aromatic compound (hereinafter referred to as the "base polymer") and the reinforcing polymer are dispersed in a chaotic and smoky manner. and a core@board composite rut type in which the reinforcing polymer is the core and the basic polymer is placed on the outside, and the basic polymer is the sea component and the reinforcing polymer is polydispersed in the sea component. ``There is a multi-core sea-island board composite wax fiber type with fc island component, and each of these is individually! ffi' and is effectively used.

In the single rope mixed fiber type, the reinforcing polymer is exposed to the outside at a proportion of the mixing ratio, so the layer dispersion property 11@ is slightly inferior, but it has the advantage that swelling and contraction are small.

The 6SS type synthetic fiber type has the advantage of high adsorption capacity, but has the disadvantage of large swelling and shrinking, and the tendency for the core and sheath to peel off as the swelling and shrinkage repeats. The multi-core sea-island type composite fiber type has the advantages of both, and improves the disadvantages of both.It has a large adsorption capacity and is highly resistant to flaking, so it is superior to the others. In this case, mix 1 to 30 chemically stable Kikuyoshi polymers in the sea component.
and! Since Ieg convergence is small, peeling resistance is further improved. Further, the more the number of Hh's IL is, the better, but due to technical constraints, it is usually 5 to 50, and preferably 10 to 30.

Below, nine practical aspects of the present invention will be explained in more detail.

In this example, the heroacetamidomethyl group and groups derived therefrom were identified by the following measurement method.

(1) Elemental analysis Carbon, hydrogen, and nitrogen were determined simultaneously by the heat conduction method, and halogen was determined by the 7 Lasco combustion method.

(2) Infrared absorption spectrum Sample shaft piece 2xnr was measured using a 9-Hitachi infrared spectrophotometer EP Knee 06 model according to the method.

Examples will be described below.

Example 1 40 parts of polypropylene (Mitsui Two Plain Town 3HG) was used as the island component, and polystyrene (Styron 7666) was used as an island component.
50g, polypropylene (Kyotomo no play y'1F-
727-p) Multifilament sea-island composite 1&fiber with 1.5 parts of mixture t-sea component (number of items 16, single yarn fineness z6 denier,
Tensile strength: 2.9 g/cl, elongation: 55 cm, filament number: 42) 10 gi, N-methylol chloroacetamide: 1
0 g, 80 g of nitrobenzene, 98% Rfi + 30 g and 17 g of paraformaldehyde in #2 solution.
After reacting at 0° C. for 15 hours, water was added to stop the reaction.Next, [M was precipitated with water, and the nitrobenzene layered on the fibers was extracted and removed with methanol. Store the fibers dry at 60℃.

14.5g was obtained. What are the results of the elemental analysis of this fiber?

Carbon 71.4%, Water X & 7%e ffl$4.2 *
, ! ! 1α6% and 9 points. In addition, the infrared absorption spectrum is 3400a*, 3280(!11.165
It showed absorptions characteristic of amide groups at 5m and 1520as.

From these results 2 and the reactivity described below, it was found that this fiber was an aromatic fiber that had approximately 92% substitution with chloroacetamidomethyl groups.

Stir this fiber into a 10% dimethylamine aqueous solution.

It was heated at 70° C. for 4 hours for 2 JIll, then washed with water, then washed with a 1N aqueous solution of caustic soda, and then washed with water until the washing solution reached medium pressure. Part of this fiber was subjected to elemental analysis i
f! The results of 0 elemental analysis of charcoal JA 7 & 5%, which were also subjected to volumetric weight measurement and other part ft1JQ water decomposition treatment.

Water X 1 cL2 Ls, ff1X & 5%
Tim Melalay-1 There wasn't one. In the infrared absorption spectrum, 16703
and 15453K, which exhibits an absorption associated with the amide group.

Moreover, the exchange capacity was 9142 milliequivalents per gram of salt #1 type Soga. In addition, the amount of 6N salt in the fiber heated for 15 hours is 1 gram of hydrochloric acid and 32 milliequivalents, and the infrared absorption spectrum of this &C fiber shows an absorption of 1670 cm. Since the arrow had disappeared, it was accepted that the dimethylacetyl group had become a swallow.

Laughter 2 Polypropylene (Mitsui Noprene) 'J3EG) i island component, polystyrene ('Styron'666) 4
9.5fflS, tlk molecule jli yt! ') Sf V 7 ("/% Er"s T -120) 1
．． A mixture of 5 g, 15 parts of polyglobylene, and 5 parts of low-molecular violet polypropylene (1 t Viscol°'550 P) was used as the sea component, and the seawater ratio was 84 times after bath-melting it so that the sea: island ratio was 60:40. can be stretched to vc
As a result, a multi-S sea-island type composite fiber (lead denier S7 denier, VL tensile strength 54 g/d, elongation 69%) was obtained.

Next, this #I1. Fiber (from 156 denier/42 filament)
I made an i.

2) Add 7Jin 4755 and 475 parts of 981VLMt to a mixed bath solution at 20°C to P2forma+7':)'3
Part t#j was analyzed, and the solution was cooled to 0°C for a while and kept at a temperature of 3.
Adding 50 parts of 1M methylolchloroacetamide while maintaining the temperature at -0 to 5°C. 11! I folded it. 70 g of the multi-core Kaishima composite 1 fiber stripes were immersed in the obtained bath solution and reacted at 20° C. for 200 hours.

After thoroughly washing the obtained tube with water and methanol, the tube was vacuum-converted at 50° C. to obtain 106 parts of 111 pieces of chloracetamidomethylated R rope.

Next, 1 part of the chloracetamide methylated a fibrous cylinder ia obtained above was immersed in 20 parts of ethanol bath solution containing each amino compound gIJ (I-10) in Table 1. The aminoacetamidomethylated polystyrene (polypropylene tub) fibers of Samples 1 to 4 in the table were heated at 9°C for 5 hours, washed with water, and then cropped.
Chloracetamide methylated ML fiber WJ fabric obtained above
10 tbsp potassium iodide, 80 tsp ethanol and 10 tsp water
After heating at 70°C for 6 hours in a bath solution consisting of 10% to convert the chloro group into an iodine group, this staghorn was heated at 70°C for 6 hours in a bath solution of 10%. Medium sample 5 trimethylammonicum acetamidomethylated fiber simple! ! I got it. Regarding the sample of crt et al.

Elemental analysis, volumetric weight measurement, water content and bilirubinic N
Ratio measurements were made. The results are shown in Part 2.

However, the rat content in Table 1 is the analysis value for samples 1 to 4 in the free amine form, and for LA:family 5 in the hydrochloride form. The koshiki in the table is a type of koshiki iμ salt.

Samples 1 to 4 show weak anion or exchange volume, and sample 5 shows medium injection salt skin volume.

In addition, the water content is calculated from the 9th equation by sufficiently swelling 4 g (W,)' of the etiquette sample in water, removing water on the surface by centrifugation, and measuring X (W). This is what I did.

d.

Bilirubin absorption N violet dried 1 Dong (Wl) known sample'k
25% of pH 7 neutral phosphate buffer (1715 molar purity)
The concentration of bilirubin in the aqueous solution before adsorption was reduced to 450 μg/t by shaking and adsorption for 3 hours with an aqueous solution containing 560 mg/t of bovine serum albumin C0hn divided 560 mg/t of bilirubin sodium salt.
It was determined from the suction degree using a calibration edge and calculated from a linear equation.

W.

However, in formula 2, C0 indicates the degree of bilirubin before adsorption, 01 indicates the degree of bilirubin after l&eyebrow, and Y indicates the t of the water bath liquid used for stool.

Translation volume t・Sample 7+-1 normal sodium hydroxide water f#
After regeneration with tatami, treat with 1N salt, calculate the number of equivalents of consumed hydrochloric acid from the amount of remaining hydrochloric acid, and divide that i[ by the number of grams of dry weight of the sample in the hydrochloride form. .

Procedural amendment

Claims (5)

[Claims] (1) An aromatic vinyl polymer having a novel functional group having an aromatic nucleus into which a group represented by the following general formula (I) is introduced as a side chain. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (I) In the above formula, X is a halogen atom, R' and R'' are hydrogen atoms,
Represents a lower alkyl group, aryl group or aralyl group, R
' and R'' may be the same or different. (2) The content of groups represented by general formula (I) is aromatic nucleus 1
Aromatic vinyl polymer having a novel functional group according to claim 1, wherein the amount is at least 0.01 mol per mol, and the polymer chains are crosslinked by methylene or methoxymethylene bonds. . (3) The vinyl polymer is polystyrene, poly(a-methylstyrene), polyvinyltoluene, polyvinylxylene,
The aromatic vinyl polymer having a novel functional group according to claim 1, which is an aromatic vinyl polymer selected from the group consisting of polyvinylnaphthalene, polyp-chlorostyrene, and polyvinylfluorene. (4) A group represented by the following general formula (II) in which the halogen atom X of the group represented by the general formula (I) is replaced with an amino group;
An aromatic vinyl polymer having a novel functional group according to claim 1, comprising a vinyl polymer having an aromatic nucleus incorporated therein as a side chain. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) (5) An insolubilized aromatic vinyl polymer crosslinked by an alkylene bond or a sulfone bond having 1 to 12 carbon atoms obtained from a monovinyl aromatic compound is prepared by the following general formula in the presence of a swelling agent, formaldehyde, and an acid catalyst. A method for producing an aromatic vinyl polymer having a novel functional group, which comprises reacting it with a haloacetamide methylating agent represented by (III). ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (III) In the above formula, Y represents a hydrogen atom, a lower alkyl group, or an acyl group.