JPWO2021200540A5 - - Google Patents

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JPWO2021200540A5
JPWO2021200540A5 JP2022512067A JP2022512067A JPWO2021200540A5 JP WO2021200540 A5 JPWO2021200540 A5 JP WO2021200540A5 JP 2022512067 A JP2022512067 A JP 2022512067A JP 2022512067 A JP2022512067 A JP 2022512067A JP WO2021200540 A5 JPWO2021200540 A5 JP WO2021200540A5
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substituted maleimide
polymer
meth
acrylate
glycidyl
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Priority claimed from PCT/JP2021/012544 external-priority patent/WO2021200540A1/en
Publication of JPWO2021200540A1 publication Critical patent/JPWO2021200540A1/ja
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N-置換マレイミド単量体(a)と、不飽和カルボン酸単量体(b)とを含む単量体成分を重合してベースポリマーを得る工程(I-2)、及び、
該ベースポリマーに、含有塩素量が0.01~0.3質量%に調整された(メタ)アクリル酸グリシジルを反応させて、側鎖に二重結合を有するN-置換マレイミド系重合体を得る工程(I-3)を有する
ことを特徴とするN-置換マレイミド系重合体の製造方法。
a step (I-2) of obtaining a base polymer by polymerizing a monomer component containing an N-substituted maleimide monomer (a) and an unsaturated carboxylic acid monomer (b);
Glycidyl (meth)acrylate having a chlorine content adjusted to 0.01 to 0.3% by mass is reacted with the base polymer to obtain an N-substituted maleimide polymer having double bonds in side chains. A method for producing an N-substituted maleimide polymer, comprising step (I-3).
前記工程(I-2)の前に、(メタ)アクリル酸グリシジル中の含有塩素量が0.01~0.3質量%となるように(メタ)アクリル酸グリシジルを精製する工程(I-1)を更に含むことを特徴とする請求項1に記載のN-置換マレイミド系重合体の製造方法。 Before the step (I-2), the step (I-1) of purifying glycidyl (meth)acrylate so that the chlorine content in the glycidyl (meth)acrylate is 0.01 to 0.3% by mass. ), the method for producing an N-substituted maleimide polymer according to claim 1, further comprising: N-置換マレイミド単量体(a)と、含有塩素量が0.01~0.3質量%に調整された(メタ)アクリル酸グリシジルとを含む単量体成分を重合してベースポリマーを得る工程(II-2)、及び、
該ベースポリマーに、不飽和カルボン酸単量体(b)を反応させて、側鎖に二重結合を有するN-置換マレイミド系重合体を得る工程(II-3)を有する
ことを特徴とするN-置換マレイミド系重合体の製造方法。
A monomer component containing an N-substituted maleimide monomer (a) and glycidyl (meth)acrylate having a chlorine content adjusted to 0.01 to 0.3% by mass is polymerized to obtain a base polymer. Step (II-2), and
A step (II-3) of reacting the base polymer with an unsaturated carboxylic acid monomer (b) to obtain an N-substituted maleimide polymer having a double bond in a side chain (II-3). A method for producing an N-substituted maleimide polymer.
前記工程(II-2)の前に、(メタ)アクリル酸グリシジル中の含有塩素量が0.01~0.3質量%となるように(メタ)アクリル酸グリシジルを精製する工程(II-1)を更に含むことを特徴とする請求項3に記載のN-置換マレイミド系重合体の製造方法。 Before the step (II-2), the step (II-1) of purifying glycidyl (meth)acrylate so that the chlorine content in the glycidyl (meth)acrylate is 0.01 to 0.3% by mass. ), the method for producing an N-substituted maleimide polymer according to claim 3, further comprising: 前記工程(II-3)の後、更に、前記側鎖に二重結合を有するN-置換マレイミド系重合体に、多塩基酸又は多塩基酸無水物を反応させる工程(II-4)を有することを特徴とする請求項3又は4に記載のN-置換マレイミド系重合体の製造方法。 After the step (II-3), there is further a step (II-4) of reacting the N-substituted maleimide polymer having a double bond in the side chain with a polybasic acid or a polybasic acid anhydride. The method for producing an N-substituted maleimide polymer according to claim 3 or 4, characterized in that: 前記N-置換マレイミド系重合体中の残留塩素量が、N-置換マレイミド単量体(a)と(メタ)アクリル酸グリシジルの合計使用量に対して100~2000ppmであることを特徴とする請求項1~5のいずれかに記載のN-置換マレイミド系重合体の製造方法。 The claim characterized in that the amount of residual chlorine in the N-substituted maleimide polymer is 100 to 2000 ppm with respect to the total amount of the N-substituted maleimide monomer (a) and glycidyl (meth)acrylate used. Item 6. A method for producing an N-substituted maleimide polymer according to any one of items 1 to 5. N-置換マレイミド単量体由来の構造単位(A)、及び、下記一般式(B1)、(B2)又は(B3)で表される構造単位(B)を有するN-置換マレイミド系重合体であって、
該構造単位(B)は、(メタ)アクリル酸グリシジルに由来する構造を含み、
該N-置換マレイミド系重合体中の残留塩素量が、重合体原料である該構造単位(A)を与えるN-置換マレイミド単量体と該構造単位(B)を与える(メタ)アクリル酸グリシジルの合計質量に対して100~2000ppmである
ことを特徴とするN-置換マレイミド系重合体。
Figure 2021200540000001
(一般式(B1)中、R及びRは、同一又は異なって、水素原子又はメチル基を表す。Rは、二価の結合基を表す。aは、0又は1である。
一般式(B2)中、Rは、水素原子又はメチル基を表す。Rは、エチレン性不飽和結合含有基を表す。
一般式(B3)中、Rは、水素原子又はメチル基を表す。Rは、エチレン性不飽和結合含有基を表す。Xは、二価の炭化水素基を表す。)
An N-substituted maleimide polymer having a structural unit (A) derived from an N-substituted maleimide monomer and a structural unit (B) represented by the following general formula (B1), (B2) or (B3) There is
The structural unit (B) contains a structure derived from glycidyl (meth)acrylate,
The amount of residual chlorine in the N-substituted maleimide-based polymer is determined by the N-substituted maleimide monomer that provides the structural unit (A) and glycidyl (meth)acrylate that provides the structural unit (B), which are raw materials for the polymer. 100 to 2000 ppm based on the total mass of the N-substituted maleimide polymer.
Figure 2021200540000001
(In general formula (B1), R 1 and R 3 are the same or different and represent a hydrogen atom or a methyl group. R 2 represents a divalent bonding group. a is 0 or 1;
In general formula (B2), R4 represents a hydrogen atom or a methyl group. R5 represents an ethylenically unsaturated bond - containing group.
In general formula (B3), R6 represents a hydrogen atom or a methyl group. R7 represents an ethylenically unsaturated bond-containing group. X represents a divalent hydrocarbon group. )
前記N-置換マレイミド系重合体は、酸価が20~200mgKOH/gであることを特徴とする請求項7に記載のN-置換マレイミド系重合体。 8. The N-substituted maleimide polymer according to claim 7, wherein the N-substituted maleimide polymer has an acid value of 20 to 200 mgKOH/g. 前記N-置換マレイミド系重合体は、二重結合当量が300~3000g/当量であることを特徴とする請求項7又は8に記載のN-置換マレイミド系重合体。 9. The N-substituted maleimide polymer according to claim 7, wherein the N-substituted maleimide polymer has a double bond equivalent weight of 300 to 3000 g/equivalent. 請求項7~9のいずれかに記載のN-置換マレイミド系重合体、及び、重合性化合物を含むことを特徴とする硬化性樹脂組成物。 A curable resin composition comprising the N-substituted maleimide polymer according to any one of claims 7 to 9 and a polymerizable compound.
JP2022512067A 2020-04-01 2021-03-25 Pending JPWO2021200540A1 (en)

Applications Claiming Priority (2)

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JP2020066023 2020-04-01
PCT/JP2021/012544 WO2021200540A1 (en) 2020-04-01 2021-03-25 N-substituted maleimide polymer and method for producing same

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JPWO2021200540A5 true JPWO2021200540A5 (en) 2022-08-17

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