JPS62124102A - Production of polymer or copolymer containing unsaturated group - Google Patents

Abstract

PURPOSE:To easily produce the titled (co)polymer, by carrying out radical (co)polymerization of a conjugated unsaturated monomer using a polymerization initiator consisting of a diperoxy dicarbonate having a specific non-conjugated unsaturated bond. CONSTITUTION:A conjugated unsaturated monomer is polymerized by radical polymerization usually at 30-90 deg.C using a polymerization initiator consisting of a diperoxy dicarbonate of formula I (R1 is H or CH3; R2, R3 and R4 are H, CH3 or C2H5; n is 0-3) having non-conjugated unsaturated bond. The amount of the polymerization initiator of formula I is preferably 0.05-20wt%, especially 0.5-8wt% based on the unsaturated monomer. EFFECT:A wide variety of conjugated unaturated monomers can be used as the raw material. USE:Useful as a crosslinking polymeric material or crosslinking additive, etc.

Description

Detailed Description of the Invention (Industrial Application Field) The present invention relates to a method for producing an unsaturated group-containing polymer or copolymer, and more specifically, to a method for producing an unsaturated group-containing polymer or copolymer, and more specifically, it relates to a method for producing an unsaturated group-containing polymer or copolymer. This invention relates to a method for producing a polymer or a copolymer.

Polymerizable unsaturated group-containing polymers or copolymers can be used as crosslinkable polymer materials or crosslinking additives, or can be digrafted by copolymerizing them with other unsaturated monomers as copolymerizable components. It is also useful as an intermediate for obtaining polymers and crosslinked products.

(Prior Art) Polymers having terminal unsaturated groups that can be polymerized or copolymerized (hereinafter referred to as (co)polymerization) and methods for producing the same have been known. For example, U.S. Patent No. 3.786.1
) No. 6 discloses a method for producing a polymer by reacting a living polymer with a vinyl compound, and U.S. Pat. No. 3,235,626 discloses a method for producing a polymer by reacting a living polymer with a vinyl compound. A method of making a vinyl polymer by initiation with an alkali metal vinyl compound is disclosed. In addition, JP-A-58-206610 discloses a two-step process in which a sulfur-based chain transfer agent is coexisted in the first polymerization step to completely form sulfur residues at the chain ends, and then sulfonium A method is disclosed in which a salt, sulfoxide or sulfone is converted and removed from the polymer to form a terminal unsaturated group. In addition, t-butylperoxymethacrylate, t-butylperoxyallyl carbonate, t-butylperoxymaleic acid, t-butylperoxycrotonate, etc. have been known as organic sensitizers containing cine-saturated groups, and these unsaturated It is also known that by polymerizing monomers using a group-containing organic peroxide as a polymerization initiator, a (co)polymer having an unsaturated group at the end can be produced.

(Problems to be Solved by the Invention) However, each of the conventional methods has the following problems. In other words, since the method of reacting a living polymer with a vinyl compound and the method of initiating polymerization with an alkali metal vinyl compound are both anionic polymerizations, the types of unsaturated monomers that can be polymerized are limited. The polymerization must be carried out under strict conditions, such as the need for solvent purification and the absence of moisture. Also, JP-A-5
The method described in Publication No. 8-206610 requires a two-step reaction operation, is complicated, and requires the use of malodorous compounds such as mercaptans and disulfides as a chain transfer agent. There was a problem with the handling.

Furthermore, when conventional unsaturated group-containing organic peroxides are used, the following problems arise. That is, in -butylperoxymethacrylate, t-butylperoxyallyl carbonate, t-butylperoxymaleic acid, or t-butylperoxycrotonate, one of the radicals generated is a t-butoxy radical; The time half-life temperature is 100 °C or higher.1) The terminal unsaturated bonds in the (co)polymer must be polymerized at 0 °C or higher, and thermal polymerization occurs at that time. Digrafting performance and crosslinking performance were extremely low in number, and the number was extremely low.

In view of the above-mentioned problems, the present inventors conducted long-term research and found that
By performing radical (co)polymerization of conjugated unsaturated monomers using diperoxydicarbonate having a specific non-conjugated unsaturated bond as a polymerization initiator, a wide range of conjugated unsaturated monomers can be produced. It is easy to use, does not require strict control of polymerization conditions, and is easy to operate. Moreover, by polymerization at low temperatures, it is easy to produce polymers with an average of one or more terminals per molecule. The present invention was completed based on the discovery that a polymerizable polymer having an unsaturated group introduced therein can be obtained and is industrially advantageous.

(Means to Solve the Problems) That is, the present invention is based on the general formula (1) % formula % (wherein R8 represents a hydrogen atom or a methyl group, an island,
Horse and R1 represent a hydrogen atom, a methyl group or an ethyl group. n again? Using diperoxydicarbonate having a non-conjugated unsaturated bond represented by ``i0-3'' as a polymerization initiator, a conjugated unsaturated monomer is radically polymerized to form an unsaturated terminal group. The present invention relates to a method for producing polymers or copolymers containing groups.

Specific examples of the diperoxydicarbonate having a non-conjugated unsaturated bond represented by the general formula (1) used in the present invention include diallyl peroxydicarbonate, bis(2-jfk-2-propenyl ) peroxydicarbonate, bis(2-ethyl-2-propenyl) peroxydicarbonate, bis(1-methyl-2
-propenyl) peroxydicarbonate, bis(1-
ethyl-2-propenyl) peroxydicarbonate,
Bis(1,2-dimethyl-2-propenyl) peroxydicarbonate, bis(1-ethyl-2-methyl-2-
propenyl) peroxydicarbonate, dicrotyl peroxydicarbonate, bis(2-methyl-2-butenyl) peroxydicarbonate, bis(2-ethyl-
2-butenyl) peroxydicarbonate, diallyloxyethyl. peroxydicarbonate, diaryloxyisopropyl peroxydicarbonate, bis(2-methyl-2-propenyloxy)peroxydicarbonate,
Bis(2-methyl-2-propenyloxyisobrobylperoxy)dicarbonate, diallyloxyethoxyethylberoxydicarbonate, diallyloxyisoproboxyisopropylperoxydicarbonate, etc.

Among these, 6D is preferably used alone or in combination with diallyl peroxydicarbonate, diallyloxyethyl peroxydicarbonate, diallyloxyisopropyl peroxydicarbonate, and bis(1-methyl-2-propenyl) peroxydicarbonate. It is possible. Further, depending on the purpose, a commonly used radical polymerization initiator may be used in combination.

The diperoxydicarbonate having a non-conjugated unsaturated bond represented by the above general formula can be obtained, for example, as follows. That is, in the case of diallyl peroxydicarbonate, allyl chloroformate obtained by reacting allyl alcohol and phosgene with an aqueous sodium peroxide solution is reacted at -10 to 10°C in the presence of a stoichiometric amount. You can get good results.

The present invention is characterized in that it can produce a wide range of conjugated unsaturated monopolymers and copolymers as compared to conventionally known polymerization methods, and this is represented by the general formula (1) above. Due to the reactivity of the unsaturated groups of diperoxydicarbonate. This reactivity is difficult to determine from normal polymerization reaction operations because the peroxy bonds in diperoxydicarbonate having these non-conjugated unsaturated bonds are of low temperature type. Therefore, it can be inferred by analogy with the Q value, which is a guideline for the copolymerization reactivity ratio of known unsaturated monomers with similar structures. The Q value here is based on the Q, e concept of Alfrey-Price, and an unsaturated monomer with a Q value of 0.2 or less is defined as a non-conjugated unsaturated monomer. It is called the body.

For example, the Q value of the unsaturated group of diallyl peroxydicarbonate, which is an example of diperoxydicarbonate having a non-conjugated unsaturated bond represented by the general formula of the present invention, is t- Q value of butyl peroxyallyl carbonate 0.027 (
It is thought to be almost the same as Japanese Patent Publication No. 57-42083) and belongs to non-conjugated unsaturated monomers.

The conjugated unsaturated monomer used in the present invention is limited to those having poor copolymerizability with the unsaturated group of diperoxydicarbonate having a non-conjugated unsaturated bond represented by the above general formula. If an unsaturated monomer with poor copolymerizability is used, the unsaturated bonds will react during polymerization, resulting in crosslinking with a reduced number of terminal ends per polymer molecule, which is not preferred.

Therefore, the unsaturated monomer used in the present invention has a Q value of 0.
．． It is called a conjugated unsaturated monomer exceeding 2. For details, see J. Brandrup, E.H.

E, H, IrFmgryut) "Polymer Handbook" (POLYMERH7VNDEOOK) I
[, 387-404 Witty Interscience (19
75) describes typical examples.

More typical examples include butadiene, styrene monomers, acrylic acid, acrylic esters, methacrylic acid, methacrylic esters, acrylonitrile,
Maleic anhydride, etc. Styrenic monomers include styrene, o-methylstyrene, p-methylstyrene, m
-Methylstyrene, 0-chlorostyrene, p-bromstyrene, p-methoxystyrene, etc. are included, and acrylic esters include methyl acrylate, ethyl acrylate, isopropyl acrylate, n-butyl acrylate,
Isobutyl acrylate, phenyl acrylate, cyclohexyl acrylate, 2-ethylhexyl acrylate,
Acrylic-n-lauryl, acrylic glycidyl, acrylic-1-hydroxyethyl, acrylic trifluoromethyl, fluoropropyl acrylate, fluorooctyl acrylate, fluorooctylethyl acrylate, etc. m-esters include respective esters containing similar alcohol moieties. These unsaturated monomers may be used singly or in combination of two or more.

The amount of diperoxydicarbonate represented by the general formula (1) used as a polymerization initiator in the polymerization relative to the conjugated unsaturated monomer is 0.05 to 20 ii with respect to the unsaturated monomer. The ratio is preferably 0.
The proportion is 1 to 10% by weight, more preferably 0.5 to 8% by weight.
It is a percentage of weight t%. If the amount added is less than 0.05 polymerization, polymerization will be slow under normal polymerization conditions, it will take a significantly longer time to complete the polymerization, and the average molecular weight of the resulting polymer will be too unsaturated. If the concentration of the terminal group in the total polymer decreases significantly, resulting in poor polymerizability, it is undesirable because it becomes difficult to control the temperature of the polymerization reaction, the polymerization reaction goes out of control, and side reactions occur.

The polymerization method in the method for producing an unsaturated group-containing polymer of the present invention may be a known general polymerization method such as a bulk polymerization method, a suspension polymerization method, a solution polymerization method, or an emulsion polymerization method), or a batch method. It can be carried out by a method such as a continuous method or a continuous method. However, if a polymerization conditioner such as alkyl mercaptan and a polymerization inhibitor are used in a polymerization system using a halogenated hydrocarbon as a solvent in a solution polymerization method, the number of polymerization ends per polymer molecule will decrease, so the purpose It is necessary to use it accordingly.

Usually, by appropriately selecting the polymerization temperature and the amount of diperoxydicarbonate having a non-conjugated unsaturated bond represented by the above general formula with respect to the unsaturated monomer within the above-mentioned range). The number average molecular weight of the polymer is 500
It is desirable to carry out the polymerization reaction so that the molecular weight is 200,000 to 200,000, preferably 1,000 to 50,000.

If the number average molecular weight is less than 500, the original physical properties of the (co)polymer will be lost and this is not preferred. If it is more than 200,000, it is not preferable because the concentration of the terminal unsaturated group based on the total polymer is low and the reactivity of the terminal unsaturated group is extremely reduced due to the polymer effect.

The polymerization temperature in the method for producing an unsaturated group-containing (co)polymer of the present invention is usually 30 to 90°C, preferably 40 to 70°C.
It is 0°C. A polymerization temperature lower than 30° C. is undesirable because the polymerization time is extremely long and the polymerization may not be completed in some cases. On the other hand, when the temperature exceeds 90°C, the diperoxydicarbonate having a non-conjugated unsaturated bond represented by the above general formula decomposes rapidly, the polymerization rate becomes extremely high, temperature control becomes difficult, and thermal polymerization becomes difficult. If a polymer containing a large proportion of unsaturated groups at the terminal end is produced, the unsaturated group-containing polymer produced in the polymerization system will further undergo a polymerization reaction, which is undesirable.

The molecular weight of the (co)polymer produced according to the present invention is measured by gel permeation chromatography (GPC), and the presence of unsaturated terminal groups is determined by H', C'
Nuclear magnetic resonance spectra (Hl-NMR, O''-NMR
) and confirmed by infrared absorption spectrum (IR). C again! -NMR and GPC The terminal unsaturated bonds in one molecule of the (co)polymer can be quantified.

As described above, when radical (co)polymerization of an unsaturated monomer is carried out using diperoxydicarbonate having a non-conjugated unsaturated bond represented by the general formula (1) as a polymerization initiator, a conjugated unsaturated monomer is formed. It varies depending on the type of polymer, but usually polymer 1
An average of one or more terminal alkenyl groups per molecule is introduced.

(Effects of the Invention) The method for producing a (co)polymer containing an unsaturated group in the terminal group of the present invention has the following characteristics.

(1) The type of conjugated unsaturated monomer having radical polymerizability can be selected from a wide range.

(2) Since it is a radical polymerization, there is no need for purification of unsaturated monomers or strict control of water content in the polymerization system.

(3) The reaction operation is simple and easy.

(4) Since the diperoxydicarbonate having a non-conjugated unsaturated bond represented by the general formula (1) used in the present invention is a low-temperature decomposition type, a low molecular weight unsaturated group-containing polymer can be easily produced.

In addition, since the obtained unsaturated group-containing (co)polymer has good copolymerizability with non-conjugated monomers, it is easy to obtain graft copolymers with polyvinyl acetate, polyvinyl chloride, etc. Is possible. Furthermore, it is also possible to self-crosslink the unsaturated group-containing (co)polymer obtained in the present invention by adding a radical generator and heating it.

Due to the above properties, it is useful as a modifier or crosslinking agent for various resins.

(Example) The present invention will be specifically described below with reference to Reference Examples, Examples, and Comparative Examples.

Reference Example (Synthesis of Diperoxydicarbonate) The synthesis of diperoxydicarbonate will first be explained using diallylperoxydicarbonate as an example.

A 12% by weight aqueous potassium carbonate solution of good quality 69 in a 2 ton four-bottle flask equipped with a stirrer, a thermometer and a dropping funnel.
0 t (0,6 mol) and toluene Zo.

Then, 40.8 t (0.6 mol) of 50% by weight hydrogen peroxide solution was added while stirring. Allyl chloroformate (allyl chloroforme) while then kept in an ice-water bath at 120 °C
．． 5 f (1,0 mol) while stirring vigorously.
It was dropped in 0 minutes. After the addition, stirring was continued for 90 minutes at a reaction temperature of 3t1°C. Thereafter, the reaction solution was transferred to a separatory funnel, the aqueous phase was separated, and the organic layer was diluted with 500°C of cold water.
After separating the aqueous layer which was washed twice, the organic layer was dried by adding magnesium sulfate. After that, separate the colorless and transparent solution 1
85. I got Of. The amount of active oxygen in this solution was measured by iodometry and was found to be 3.79X (theoretical value 7
91%). As a result of measuring the infrared absorption spectrum, the absorption of the carbonyl group of the peroxycarbonate group was 179.
0me1 was praised. From the above, it was confirmed that diallyl peroxydicarbonate was obtained with a purity of 47.9% by weight and a yield of 487.7% by mole.

Further, this was dissolved in benzene at a concentration of 0.05 mol/l, and the thermal decomposition rate was measured. As a result, the 10-hour half-life temperature was 39°C.

The above results are listed in Table 1.

According to the synthesis of the diallyl peroxydicarbonate described above, the molecular weight of other unsaturated peroxydicarbonate represented by the general formula (1), active acid accumulation (theoretical value, measured value)
, purity yield, absorption wave number of carbonyl group by infrared absorption spectrum, and 10-hour half-life temperature are also shown in Table 1.

Example 1 Method for producing an unsaturated group-containing (co)polymer by suspension polymerization method A 400-mL flask with an internal volume of 1 ton was equipped with a stirrer, a thermometer, a Dimroth condenser, a nitrogen gas introduction pipe, and a dropping funnel. 0.2% by weight of polyvinyl alcohol (
A saponification degree of 89%) aqueous solution was added and the temperature was adjusted to 60°C. Separately, 200 grams of styrene purified by a conventional method and diallyl peroxydicarbonate (APO) synthesized by the method shown in the reference example (purity 47.9% by weight) 20.9 F
A mixed solution containing the following as an initiator was prepared, and this was mixed with 60%
The mixture was added dropwise over 10 minutes while stirring while introducing nitrogen gas at a temperature of .degree. After that, stirring was continued for 10 hours to obtain a suspension.

Next, the styrene polymer was filtered out from the resulting suspension, washed with water, and then dried under reduced pressure. The weight was 182 tons. A portion of this was dissolved in a toluene-methanol system, reprecipitated, filtered, and dried to obtain a white powder. About this thing H'-
As a result of NMR analysis, hydrogen in the benzene ring of the styrene constituent unit was found to be 6.4 to 7.4 ppm, and hydrogen in the benzene ring of the styrene constituent unit was 4.5 to 5.3 ppm.
A spectrum of allyl group hydrogen was observed at ppm.

Furthermore, the result of analysis by C13-NMR was 145 pp.
m, 1289nn p126 pp? FL 142
~46 ppm, styrene structural unit at 40.5 ppm, 132 ppm, 1)8 ppm, 65
The carbon spectrum of the allyl group in ppm is 9
1740.

Absorption due to carbonyl groups was observed at 1810 and 1260 mer, and the number average molecular weight of the copolymer was determined by GPC and found to be Mn=8900. Furthermore, from these results, it was confirmed that the number of allyl group terminals per molecule of the styrene polymer was 1.82, and that this was a styrene polymer in which an allyl group was introduced at least at one terminal. Table 2 shows the results regarding the above-mentioned (co)polymerization raw materials, (co)polymerization conditions, and (co)polymers.

Examples 2 to 6 As shown in Table 2, the type and amount of diperoxydicarbonate having a nonconjugated unsaturated bond, the type and amount of unsaturated capacitor, (b) polymerization temperature, and (b) polymerization temperature and ( (Co)polymerization was carried out in the same manner as in Example 1 except that the co)polymerization time was changed. Table 2 shows the (co)polymerization conditions and the analysis results of the obtained (co)polymer.

Example 7 Method for producing an unsaturated group-containing (co)polymer by bulk polymerization Styrene 101 and diaryloxyisopropyl peroxydicarbonate (A
PPO) (purity 92.0% by weight) 0.54 F was charged, replaced with nitrogen, and then melt-sealed. This ampoule was immersed in a constant temperature oil bath adjusted to 50° C. for 4 hours.

After that, the ampoule was taken out and cooled, and after opening, the product was
- was dropped into methanol and precipitated.

A white solid was filtered off and dried under reduced pressure. The yield was 5.82. This white solid was converted into H”-NM in the same manner as in Example 1.
When analyzed by R, O''-NMR, IR and GPO, absorption of styrene structural units and carbonyl groups was observed, and the number average molecular weight was 5,300.

The number of allyl group terminals per molecule of the styrene polymer was 1.71, and it was confirmed that the styrene polymer had an allyl group introduced into at least one terminal. Table 2 shows the results regarding the above polymerization raw materials, polymerization conditions, and polymers.

Examples 8 and 9 As shown in Table 2, the type and amount of diperoxydicarbonate having a non-conjugated unsaturated bond, the type and amount of unsaturated monomer, (co)polymerization temperature and ( (Co)polymerization was carried out in the same manner as in Example 4 except that the co)polymerization time was changed.

Table 2 shows the (co)polymerization conditions and the analysis results of the obtained (co)polymer.

Example 10 Method for producing an unsaturated group-containing (co)polymer by solution polymerization Styrene (100 f) was placed in a 4-mouth, 7-rasf tube with an internal volume of 500 mm equipped with a stirrer, a thermometer, a Dimroth cooler, and a nitrogen gas inlet tube. Diaryloxethoxyethyl peroxydicarbonate (■Epc) (purity 88.5% by weight) 9r and 50f of T-tone were charged, and the flask temperature was adjusted to 70°C. Polymerization was carried out for 6 hours while stirring under nitrogen gas flow. Thereafter, the reaction solution was dropped into 3 tons of cold methanol, and the precipitated white solid was dried under reduced pressure.

The superposition was 7z52. This white solid was subjected to H''-Nja, O''-NMR, IR and G in the same manner as in Example 1.
When analyzed by PO, absorption of styrene constituent units and carbonyl groups was observed, and the number average molecule i was 4200. In addition, the number of allyl group terminals per molecule of the styrene polymer was 1.24, and it was confirmed that the styrene polymer had an allyl group introduced at least at one terminal. Table 2 shows the results regarding the above polymerization raw materials, polymerization conditions, and polymers.

Examples 1) to 15 As shown in Table 2, the type and amount of diperoxydicarbonate having a nonconjugated unsaturated bond, the type and amount of unsaturated monomer, the (co)polymerization temperature, and the amount of ( (Co)polymerization was carried out in the same manner as in Example 6 except that the co)polymerization time was changed.

(Co)* Synthesis conditions and analysis results of the obtained (co)polymer are shown in Table 2.

Comparative Example 1 t-Butyl peroxy methacrylate was synthesized according to a general peroxy ester synthesis method. The purity of this t-butyl peroxyester was measured by iodometry and was 63.5%. Also, the yield is 75.8
It was X. Suspension polymerization of styrene was carried out in the same manner as in Example 1, except that 15.8 f of this t-butyl peroxy methacrylate was used. The obtained styrene polymer was filtered, washed with water, and then dried under reduced pressure. Its weight is 158
It was f. When a part of this was dissolved in toluene, it was found to be almost insoluble. This is considered to be because the unsaturated bonds of t-butylperoxymethacrylate were copolymerized with styrene and crosslinked.

Comparative Example 2 t-Butylperoxyallyl carbonate was synthesized in toluene according to a general peroxyester synthesis method. The purity of this t-butylperoxyallyl carbonate was measured by iodometry and was 73.5%. Moreover, the yield was 80.5%. 40 in an autoclave with an internal volume of 1 ton equipped with a stirrer and a thermometer.
Add 0.2% polyvinyl alcohol (saponification degree 89%) aqueous solution of No. 02, and add 13.6 f of this 1-butylperoxyallyl carbonate while stirring.

Styrene 200f was charged. After sufficient nitrogen gas was introduced and replaced, the reactor was sealed. Next, the temperature of the autoclave was raised to 1) 0°C, and polymerization was carried out for 10 hours. Next, the styrene polymer was filtered out from the resulting suspension, washed with water, and then dried under reduced pressure. Its weight was 178 tons. A portion of this was dissolved in a toluene-methanol system, reprecipitated, filtered, and dried to obtain a white powder. About this thing H' -N
MR, CLS-NMR, IR: GPO analysis Absorption of styrene structural units and carbonyl groups was observed, and number average molecular weight M = 168,000.

Also, from these results, the number of allyl group terminals per molecule of the styrene polymer was 0.23.

Claims (8)

[Claims] (1) General formula (1) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(1) (In the formula, R_1 represents a hydrogen atom or a methyl group,
_2, R_3 and R_4 represent a hydrogen atom, a methyl group or an ethyl group. Further, n represents an integer of 0-3. ) Using diperoxydicarbonate having a non-conjugated unsaturated bond as shown in the figure below as a polymerization initiator, a conjugated unsaturated monomer is radically polymerized to produce a polymer or copolymer containing an unsaturated group at the end group. How to manufacture coalescence. (2) Claim 1 states that the diperoxydicarbonate having a non-conjugated unsaturated bond represented by the general formula (1) is a compound represented by the following formula ▲ Numerical formula, chemical formula, table, etc. ▼ A method for producing an unsaturated group-containing polymer or copolymer. (3) Claim 1 states that the diperoxydicarbonate having a non-conjugated unsaturated bond represented by the general formula (1) is a compound represented by the following formula ▲ Numerical formula, chemical formula, table, etc. ▼ A method for producing an unsaturated group-containing polymer or copolymer. (4) Claim 1 states that the diperoxydicarbonate having a non-conjugated unsaturated bond represented by the general formula (1) is a compound represented by the following formula ▲ Numerical formula, chemical formula, table, etc. ▼ A method for producing an unsaturated group-containing polymer or copolymer. (5) Claim 1 states that the diperoxydicarbonate having a non-conjugated unsaturated bond represented by the general formula (1) is a compound represented by the following formula ▲ Numerical formula, chemical formula, table, etc. ▼ A method for producing an unsaturated group-containing polymer or copolymer. (6) Alfrey-Price Q of conjugated unsaturated monomers
The method for producing an unsaturated group-containing polymer or copolymer according to any one of claims 1 to 5, wherein the value exceeds 0.2. (7) The method for producing an unsaturated group-containing polymer or copolymer according to any one of claims 1 to 6, wherein the polymerization or copolymerization reaction temperature is 30 to 90°C. (8) The amount of diperoxydicarbonate having a non-conjugated unsaturated bond added to the conjugated unsaturated monomer is 0.05 to 20% by weight based on the unsaturated monomer. A method for producing an unsaturated group-containing polymer or copolymer according to any one of items 1 to 7.