JP2009132898A5 - - Google Patents

Download PDF

Info

Publication number
JP2009132898A5
JP2009132898A5 JP2008280078A JP2008280078A JP2009132898A5 JP 2009132898 A5 JP2009132898 A5 JP 2009132898A5 JP 2008280078 A JP2008280078 A JP 2008280078A JP 2008280078 A JP2008280078 A JP 2008280078A JP 2009132898 A5 JP2009132898 A5 JP 2009132898A5
Authority
JP
Japan
Prior art keywords
meth
acrylic acid
olefin
acid ester
ring
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP2008280078A
Other languages
Japanese (ja)
Other versions
JP2009132898A (en
JP5292059B2 (en
Filing date
Publication date
Application filed filed Critical
Priority to JP2008280078A priority Critical patent/JP5292059B2/en
Priority claimed from JP2008280078A external-priority patent/JP5292059B2/en
Publication of JP2009132898A publication Critical patent/JP2009132898A/en
Publication of JP2009132898A5 publication Critical patent/JP2009132898A5/ja
Application granted granted Critical
Publication of JP5292059B2 publication Critical patent/JP5292059B2/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Claims (6)

下記一般式(A)および/または(B)で表される金属錯体の存在下、(a)α−オレフィンと(b)(メタ)アクリル酸エステルを共重合することを特徴とするα−オレフィン・(メタ)アクリル酸エステル共重合体の製造方法。
Figure 2009132898
(式(A)、(B)において、Mは、ニッケル(II)、パラジウム(II)、白金(II)、コバルト(II)、銅(I)またはロジウム(III)を表す。Xは、酸素または硫黄を表す。Eは、リン、砒素またはアンチモンを表す。Rは、それぞれ独立に、水素または炭素数1ないし20のヘテロ原子を含有していてもよい炭化水素基を表す。 は、それぞれ独立に、水素または炭素数1ないし20のヘテロ原子を含有していてもよい炭化水素基を表し、各R に含有されるヘテロ原子またはヘテロ原子含有基は0又は1個である。およびRは、それぞれ独立に、水素、ハロゲン、炭素数1ないし30のヘテロ原子を含有していてもよい炭化水素基、OR、CO、COM’、C(O)N(R、C(O)R、SR、SO、SOR、OSO、P(O)(OR2−y(R、CN、NHR、N(R、Si(OR3−x(R、OSi(OR3−x(R、NO、SOM’、POM’、P(O)(ORM’またはエポキシ含有基を表す。M’は、アルカリ金属、アルカリ土類金属、アンモニウム、4級アンモニウムまたはフォスフォニウムを表し、xは、0から3までの整数、yは、0から2までの整数を表す。なお、RとRが互いに連結し、脂環式環、芳香族環、または酸素、窒素、硫黄から選ばれるヘテロ原子を含有する複素環を形成してもよい。この時、環員数は5〜8であり、該環上に置換基を有していても、有していなくてもよい。Rは、水素または炭素数1ないし20の炭化水素基を表す。Rは、炭素数1ないし20の炭化水素基を表す。Lは、Mに弱く配位したリガンドを表す。また、RとLが互いに結合して環を形成してもよい。)
Α-olefin characterized by copolymerizing (a) α-olefin and (b) (meth) acrylic acid ester in the presence of a metal complex represented by the following general formula (A) and / or (B) -The manufacturing method of a (meth) acrylic acid ester copolymer.
Figure 2009132898
(In the formulas (A) and (B), M represents nickel (II), palladium (II), platinum (II), cobalt (II), copper (I) or rhodium (III). X 1 is .E 1 representing an oxygen or sulfur, phosphorus, .R 3 representing the arsenic or antimony, each independently, represent hydrogen or heteroatom hydrocarbon group which may contain of from 20 C 1 -C. R 4 each independently represents hydrogen or a hydrocarbon group that may contain a heteroatom having 1 to 20 carbon atoms, and each R 4 contains 0 or 1 heteroatom or heteroatom-containing group. there. R 5 and R 6 are each independently hydrogen, halogen, heteroatom or a hydrocarbon group which may contain 1 to 30 carbon atoms, oR 2, CO 2 R 2 , CO 2 M ', C (O) N (R 1 ) 2 , C (O) R 2, SR 2, SO 2 R 2, SOR 2, OSO 2 R 2, P (O) (OR 2) 2-y (R 1) y, CN, NHR 2, N (R 2 ) 2 , Si (OR 1 ) 3-x (R 1 ) x , OSi (OR 1 ) 3-x (R 1 ) x , NO 2 , SO 3 M ′, PO 3 M ′ 2 , P (O) ( OR 2 ) 2 M ′ or an epoxy-containing group, where M ′ represents an alkali metal, alkaline earth metal, ammonium, quaternary ammonium, or phosphonium, x is an integer from 0 to 3, and y is Represents an integer from 0 to 2. In addition, R 5 and R 6 are connected to each other to form an alicyclic ring, an aromatic ring, or a heterocyclic ring containing a heteroatom selected from oxygen, nitrogen, and sulfur. At this time, the number of ring members is 5 to 8, and even if it has a substituent on the ring, it has Not be good .R 1 is .R 2 representing a hydrocarbon group having 1 to hydrogen or carbon 20, .L 1 representing a hydrocarbon group having 1 to 20 carbon atoms is weakly coordinated to M ligand And R 3 and L 1 may be bonded to each other to form a ring.)
下記一般式(C)で表される金属錯体の存在下、(a)α−オレフィンと(b)(メタ)アクリル酸エステルを共重合することを特徴とするα−オレフィン・(メタ)アクリル酸エステル共重合体の製造方法。
Figure 2009132898
(式(C)において、M、X、E、L、RおよびRは、一般式(A)および(B)と同義である。R10、R11、R12、R13は、それぞれ独立に、水素、ハロゲン、炭素数1ないし30のヘテロ原子を含有していてもよい炭化水素基、OR、CO、COM’、C(O)N(R、C(O)R、SR、SO、SOR、OSO、P(O)(OR2−y(R、CN、NHR、N(R、Si(OR3−x(R、OSi(OR3−x(R、NO、SOM’、POM’、P(O)(ORM’またはエポキシ含有基を表す。R、R、M’、xおよびyは、一般式(A)および(B)と同義である。なお、R10〜R13から適宜選択された複数の基が互いに連結し、脂環式環、芳香族環、または酸素、窒素、硫黄から選ばれるヘテロ原子を含有する複素環を形成してもよい。この時、環員数は5〜8であり、該環上に置換基を有していても、有していなくてもよい。)
(A) α-olefin and (meth) acrylic acid characterized by copolymerizing (a) α-olefin and (b) (meth) acrylic acid ester in the presence of a metal complex represented by the following general formula (C) A method for producing an ester copolymer.
Figure 2009132898
(In the formula (C), M, X 1 , E 1 , L 1 , R 3 and R 4 have the same meanings as the general formulas (A) and (B). R 10 , R 11 , R 12 , R 13 Are each independently hydrogen, halogen, a hydrocarbon group optionally containing a heteroatom having 1 to 30 carbon atoms, OR 2 , CO 2 R 2 , CO 2 M ′, C (O) N (R 1 ) 2 , C (O) R 2 , SR 2 , SO 2 R 2 , SOR 2 , OSO 2 R 2 , P (O) (OR 2 ) 2 -y (R 1 ) y , CN, NHR 2 , N ( R 2 ) 2 , Si (OR 1 ) 3-x (R 1 ) x , OSi (OR 1 ) 3-x (R 1 ) x , NO 2 , SO 3 M ′, PO 3 M ′ 2 , P (O ) (oR 2) 2 M ' .R 1, R 2 representing the or epoxy-containing group, M', x and y, and the general formula (a) and (B) Righteous. Incidentally, appropriately selected plurality of groups are connected to each other from R 10 to R 13, alicyclic, aromatic ring, or oxygen, nitrogen, a heterocyclic ring containing a hetero atom selected from sulfur (At this time, the number of ring members is 5 to 8, and it may or may not have a substituent on the ring.)
有機アルミニウム化合物の非存在下で共重合を行うことを特徴とする請求項1又は2に記載のα−オレフィン・(メタ)アクリル酸エステル共重合体の製造方法。   The method for producing an α-olefin / (meth) acrylic acid ester copolymer according to claim 1 or 2, wherein the copolymerization is carried out in the absence of an organoaluminum compound. (a)α−オレフィンと(b)(メタ)アクリル酸エステルの共重合体であって、主鎖のメチル分岐数が主鎖炭素1000個あたり2個未満であり、かつ、炭素数2以上の炭化水素基の分岐を持たず、かつ、末端以外の主鎖中に(b)成分が共重合されていることを特徴とする高度にリニアなα−オレフィン・(メタ)アクリル酸エステル共重合体。   (A) a copolymer of α-olefin and (b) (meth) acrylic acid ester, wherein the number of methyl branches in the main chain is less than 2 per 1000 main chain carbons, and 2 or more carbon atoms A highly linear α-olefin / (meth) acrylic acid ester copolymer characterized by having no branched hydrocarbon groups and copolymerizing the component (b) in the main chain other than the terminal. . (a)α−オレフィンと(b)(メタ)アクリル酸エステルを共重合体であって、主鎖末端がエチル基、ビニル基、および(b)成分として共重合に用いた(メタ)アクリル酸エステル由来の一般式(D)で表される基からなり、かつ、一般式(D)における炭素−炭素二重結合が、Z体とE体の2種の幾何異性体構造からなることを特徴とするα−オレフィン・(メタ)アクリル酸エステル共重合体。
−CH=C(R)CO(R) ・・・(D)
(式(D)において、Rは水素または炭素数1〜10の炭化水素基であり、分岐、環、および/または不飽和結合を有していてもよい。Rは炭素数1〜30の炭化水素基であり、分岐、環、および/または不飽和結合を有していてもよい。さらに、R内の任意の位置にヘテロ原子を含有していてもよい。)
(A) α-olefin and (b) (meth) acrylic acid ester, the main chain terminal is an ethyl group, a vinyl group, and (meth) acrylic acid used for copolymerization as component (b) It consists of a group represented by the general formula (D) derived from an ester, and the carbon-carbon double bond in the general formula (D) is composed of two types of geometric isomer structures of Z-form and E-form. An α-olefin / (meth) acrylic acid ester copolymer.
-CH = C (R 8) CO 2 (R 9) ··· (D)
(In Formula (D), R 8 is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms, and may have a branch, a ring, and / or an unsaturated bond. R 9 has 1 to 30 carbon atoms. And may have a branched, ring, and / or unsaturated bond, and may contain a hetero atom at any position within R 9. )
α−オレフィン・(メタ)アクリル酸エステル共重合体が、主鎖のメチル分岐数が主鎖炭素1000個あたり2個未満であり、かつ、炭素数2以上の炭化水素基の分岐を持たないことを特徴とする、請求項5に記載の高度にリニアなα−オレフィン・(メタ)アクリル酸エステル共重合体。   The α-olefin / (meth) acrylic acid ester copolymer has less than 2 methyl branches in the main chain per 1000 main chain carbons and does not have a hydrocarbon group branching of 2 or more carbon atoms. The highly linear α-olefin / (meth) acrylic acid ester copolymer according to claim 5, characterized in that:
JP2008280078A 2007-10-30 2008-10-30 Method for producing α-olefin / (meth) acrylic acid ester copolymer and α-olefin / (meth) acrylic acid ester copolymer Active JP5292059B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2008280078A JP5292059B2 (en) 2007-10-30 2008-10-30 Method for producing α-olefin / (meth) acrylic acid ester copolymer and α-olefin / (meth) acrylic acid ester copolymer

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2007281704 2007-10-30
JP2007281704 2007-10-30
JP2008280078A JP5292059B2 (en) 2007-10-30 2008-10-30 Method for producing α-olefin / (meth) acrylic acid ester copolymer and α-olefin / (meth) acrylic acid ester copolymer

Publications (3)

Publication Number Publication Date
JP2009132898A JP2009132898A (en) 2009-06-18
JP2009132898A5 true JP2009132898A5 (en) 2010-05-20
JP5292059B2 JP5292059B2 (en) 2013-09-18

Family

ID=40865077

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2008280078A Active JP5292059B2 (en) 2007-10-30 2008-10-30 Method for producing α-olefin / (meth) acrylic acid ester copolymer and α-olefin / (meth) acrylic acid ester copolymer

Country Status (1)

Country Link
JP (1) JP5292059B2 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8618319B2 (en) * 2008-10-30 2013-12-31 Japan Polypropylene Corporation Metal complex and method for producing α-olefin polymer and method for producing α-olefin/(meth)acrylate copolymer using the same
JP5232718B2 (en) * 2009-04-30 2013-07-10 日本ポリプロ株式会社 Polymerization catalyst component containing novel metal complex and method for producing α-olefin polymer or α-olefin / (meth) acrylate copolymer using the same
JP5863538B2 (en) * 2012-03-30 2016-02-16 日本ポリエチレン株式会社 Metal complex and method for producing α-olefin and (meth) acrylic acid ester copolymer using the same
JP5863539B2 (en) * 2012-03-30 2016-02-16 日本ポリエチレン株式会社 Metal complex and method for producing α-olefin and (meth) acrylic acid ester copolymer using the same
JP6356507B2 (en) * 2014-07-08 2018-07-11 日本ポリエチレン株式会社 Olefin polymerization catalyst and process for producing olefin polymer
JP6618290B2 (en) * 2014-07-24 2019-12-11 日本ポリエチレン株式会社 Olefin polymerization catalyst and process for producing olefin polymer
JP6858376B2 (en) * 2017-12-22 2021-04-14 国立大学法人 東京大学 Method for Producing Catalyst for Olefin Polymerization and Polar Group-Containing Olefin Polymer
CN109320558B (en) * 2018-09-10 2021-09-28 天津大学 Preparation method of naphthol skeleton phenol-phosphine neutral nickel catalyst and application of catalyst in preparation of ethylene/vinyl polar monomer copolymer

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4698403A (en) * 1985-10-15 1987-10-06 E. I. Du Pont De Nemours And Company Nickel-catalyzed copolymerization of ethylene
JPS6414217A (en) * 1987-07-08 1989-01-18 Tosoh Corp Production of ethylene copolymer
JPH11292918A (en) * 1998-04-08 1999-10-26 Mitsui Chem Inc Production of olefin-polar monomer copolymer
US7749934B2 (en) * 2005-02-22 2010-07-06 Rohm And Haas Company Protected catalytic composition and its preparation and use for preparing polymers from ethylenically unsaturated monomers
US7435701B2 (en) * 2005-05-27 2008-10-14 Rohm And Haas Company Catalytic composition and its preparation and use for preparing polymers from ethylenically unsaturated monomers
JP4794293B2 (en) * 2005-07-14 2011-10-19 株式会社クラレ Metal compound, vinyl monomer polymerization catalyst composition using the same, and use of the vinyl monomer for polymerization using the composition
US7635739B2 (en) * 2005-08-31 2009-12-22 Rohm And Haas Company Substantially linear polymers and methods of making and using same
US8618319B2 (en) * 2008-10-30 2013-12-31 Japan Polypropylene Corporation Metal complex and method for producing α-olefin polymer and method for producing α-olefin/(meth)acrylate copolymer using the same

Similar Documents

Publication Publication Date Title
JP2009132898A5 (en)
RU2010125768A (en) SOLID COMPONENT OF TITANIUM CATALYST, CATALYST OF POLYMERIZATION OF OLEFINS AND METHOD OF POLYMERIZATION OF OLEFINS
JP2006512410A5 (en)
EP3453452A3 (en) Phosphacycle-containing ligand for chromium complex and olefin oligomerisation catalyst therefrom
JP2013527325A5 (en)
JP2007526496A5 (en)
RU2006133287A (en) CATALYTIC SYSTEM
RU2008110052A (en) OLEPHIN BLOCK COPOLYMERS OBTAINED BY CATALYTIC USE OF POLYMERIZABLE Shuttle AGENT
JP2012522898A5 (en)
JP2009509003A5 (en)
JP2004533467A5 (en)
JP2005089510A5 (en)
JP2007522934A5 (en)
JP2015516399A5 (en)
JP2013500394A5 (en)
RU2007103824A (en) THE NEW PHOSPHASENUM SUPPLIED CATALYST APPLIED ON THE CARRIER, THE NEW COMPOUND AND ITS APPLICATION
JP2001527135A5 (en)
RU2011150625A (en) MIXED METAL CATALYTIC SYSTEMS WITH A SPECIALLY ADAPTED RESPONSE TO HYDROGEN
RU2013140837A (en) METAL COMPLEX CATALYSTS AND METHODS OF POLYMERIZATION WITH THEIR APPLICATION
JP2015505846A5 (en)
JP2008095060A5 (en)
JP2020050957A5 (en)
RU2008118887A (en) HYBRID CATALYTIC SYSTEMS SUPPLIED ON MAGNESIUM HALOGENIDE
RU2013140838A (en) LANTANOID COMPLEX CATALYST AND METHOD OF POLYMERIZATION WITH ITS APPLICATION
JP2005036020A5 (en) Light emitting element