JP2015101724A - (メタ)アクリルプロペンコポリマー及びその作製方法 - Google Patents
(メタ)アクリルプロペンコポリマー及びその作製方法 Download PDFInfo
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- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
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- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5313—Phosphinic compounds, e.g. R2=P(:O)OR'
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- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
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- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
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- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/08—Homopolymers or copolymers of acrylic acid esters
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
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- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
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Abstract
【解決手段】オレフィン重合残基を更に含み、1つ又は複数のリン酸基を有する(メタ)アクリル酸テロマー化コポリマーであって、リン酸基は、+1酸化状態若しくは+3酸化状態又はそれら両方の状態の1つ又は複数のリン原子を含む、重量平均分子量が最大で20000で、好ましくは1000〜16000である(メタ)アクリル酸テロマー化コポリマー。+1酸化状態のリン原子を有するリン酸基含有反応物の存在下でアクリル酸及びメタクリル酸を含むモノマー混合物を水溶液共重合するステップ、及び得られたテロマー化コポリマーを175℃以上でコポリマーを脱カルボキシル化するのに十分な時間の間熱処理するステップを含む(メタ)アクリル酸−アルキレンテロマー化コポリマーの作製方法。
【選択図】なし
Description
31−P NMR分光法:上記で定義した通りに実施。
COOH滴定:脱カルボキシル化の量を決定するために使用。滴定は、約0.5g(重量を最も近い0.001gまで記録)のポリマー試料をプラスチック試料カップに入れ、約10mlの脱イオン(DI)水を試料カップに添加することにより行う。この後、試料カップをRadiometer Analytical TitraLab(登録商標)865自動滴定装置(Radiometer Analytical SAS Cedex、フランス)上に置き、pH12までの0.5N KOHで滴定する。酸価を以下の計算から決定する:
Claims (10)
- アクリル酸及びメタクリル酸並びに/又はそれらの塩のリン酸基含有テロマー化コポリマーを含むコポリマー組成物であって、該コポリマー組成物は最大20,000の重量平均分子量(Mw)を有し、また、平均で(i)19から74重量%のメタクリル酸の共重合残基、無水物又はその塩と、(ii)ハイポホスファイト、ホスファイト、アルキルホスフィネート、アルキルホスフォネート、ジアルキルホスフィネート及びそれらの組合せから選択される1から20重量%のリン酸基と、(iii)0から20重量%の第3のビニルモノマーの共重合残基と、(iv)25から80重量%のアクリル酸の共重合残基、無水物又はその塩と、を有し、全モノマー及びリン酸基生成反応物の重量%は、前記テロマー化コポリマーの作製に使用する反応物の総重量に基づくものであり、前記テロマー化コポリマーは、プロペンの少なくとも1つの共重合残基(−CH2−CH(CH3)−)を含む、コポリマー組成物。
- 前記テロマー化コポリマーは、1,000から16,000の重量平均分子量(Mw)を有する、請求項1に記載のコポリマー組成物。
- 前記テロマー化コポリマーは、平均で(iv)40から62重量%のアクリル酸の共重合残基、無水物又はその塩を有し、全モノマー及びリン酸基生成反応物の重量%は、前記テロマー化コポリマーの作製に使用する反応物の総重量に基づく、請求項1に記載のコポリマー組成物。
- 前記テロマー化コポリマーは、(iii)第3のビニルモノマーの共重合残基を含み、前記第3のビニルモノマーは、処理条件下で耐加水分解性である又は望ましい流動特性をもたらすことができ、アクリルコモノマー又は他のビニルコモノマーから選択される、請求項1に記載のコポリマー組成物。
- (iii)前記第3のビニルモノマーは、イタコン酸、メタクリルアミド、アクリロモルホリン、アクリルアミド、C1〜C6アルキル(メタ)アクリルアミド、C1〜C6ジアルキル(メタ)アクリルアミド、スチレン、α−メチルスチレン、スルホン化スチレン及びそのアルカリ金属塩、シアノスチレン、ヒドロキシスチレン、アクリロニトリル、イソプロピルアクリルアミド、t−ブチルアクリルアミド、スルホン化アクリルアミド及びそのアルカリ金属塩から選択される、請求項4に記載のコポリマー組成物。
- 前記テロマー化コポリマーは、前記テロマー化コポリマーの作製に使用するモノマーの総重量に基づく、75重量%から100重量%の、アクリル酸・メタクリル酸の全共重合残基、それらの無水物、それらの塩及びプロペン(−CH2−CH(CH3)−)を含む、請求項1に記載のコポリマー組成物。
- 前記テロマー化コポリマーは、粉体、ペレット、顆粒、又は、非水性担体におけるこれらの懸濁液、から構成される、請求項1から6のいずれか一項に記載のコポリマー組成物。
- 請求項1から6のいずれか一項のテロマー化コポリマー組成物を作製する方法であって、水性媒体中で(i)19から74重量%のメタクリル酸又はその塩と、(ii)+1酸化状態の少なくとも1つのリン原子を有する、1から20重量%のリン酸基含有反応物であって、前記リン酸基は、次亜リン酸ナトリウム、次亜リン酸及びその塩、ホスフィン酸及びその塩、フェニルホスフィン酸、アルキルホスフィネート、アルキルホスフォネート、ジアルキルホスフィネート及びそれらの組合せから選択される、リン酸基含有反応物と、(iii)0から20重量%の第3のビニルモノマーと、(iv)25から80重量%のアクリル酸又はその塩と、を共重合化するステップであって、全モノマー及びリン酸基反応物の重量%は、前記テロマー化コポリマーの作製に使用する反応物の総重量に基づく、共重合化するステップと、前記テロマー化コポリマーを175℃から230℃に及ぶ温度まで気体を排出させるのに十分な時間の間熱処理し、それにより前記テロマー化コポリマーの脱カルボキシル化を促進するステップと、を含む方法。
- 前記テロマー化コポリマーの前記熱処理は、ラジカルクエンチ剤又は抗酸化剤の存在下で実施される、請求項8に記載のテロマー化コポリマー組成物の作製方法。
- 前記テロマー化コポリマーの前記熱処理は、せん断下で実施される、請求項8に記載のテロマー化コポリマー組成物の作製方法。
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US201361907702P | 2013-11-22 | 2013-11-22 | |
US61/907,702 | 2013-11-22 |
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JP2015101724A true JP2015101724A (ja) | 2015-06-04 |
JP2015101724A5 JP2015101724A5 (ja) | 2019-02-21 |
JP6600132B2 JP6600132B2 (ja) | 2019-10-30 |
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US (1) | US9284396B2 (ja) |
EP (1) | EP2876117B1 (ja) |
JP (1) | JP6600132B2 (ja) |
CN (1) | CN104650273B (ja) |
BR (1) | BR102014027956B1 (ja) |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5640616A (en) * | 1979-09-11 | 1981-04-16 | Sanabotsuto Kk | Decarboxylation of carboxylic acids |
JPS60174793A (ja) * | 1984-01-13 | 1985-09-09 | チバ‐ガイギー アクチエンゲゼルシヤフト | 新規なコテロマー化合物、その製法及び水性系を処理する為の使用法 |
JPH101512A (ja) * | 1996-03-01 | 1998-01-06 | Rohm & Haas Co | 低分子量ホスホネート末端ポリマーの製造方法 |
WO2013070644A1 (en) * | 2011-11-11 | 2013-05-16 | Rohm And Haas Company | Small particle size hypophosphite telomers of unsaturated carboxylic acids |
WO2013070581A1 (en) * | 2011-11-11 | 2013-05-16 | Rohm And Haas Company | Polymethacrylic acid anhydride telomers |
JP2014181340A (ja) * | 2013-03-15 | 2014-09-29 | Dow Global Technologies Llc | ポリメタクリル酸無水物短鎖重合体 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
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GB8822144D0 (en) | 1988-09-21 | 1988-10-26 | Ciba Geigy Ag | Compounds |
US5256746A (en) | 1991-04-25 | 1993-10-26 | Rohm And Haas Company | Low molecular weight monoalkyl substituted phosphinate and phosphonate copolymers |
GB9111704D0 (en) | 1991-05-31 | 1991-07-24 | Ciba Geigy | Telomers |
US5294686A (en) | 1993-03-29 | 1994-03-15 | Rohm And Haas Company | Process for efficient utilization of chain transfer agent |
DE19843730A1 (de) | 1998-09-24 | 2000-03-30 | Sueddeutsche Kalkstickstoff | Stabilisierte, wasserlösliche Polymerpulver auf Basis von Polyoxyalkylenglykol-Carboxylaten und Verfahren zu deren Herstellung |
JP5054709B2 (ja) * | 2008-02-12 | 2012-10-24 | ローム アンド ハース カンパニー | 処理されたセルロース系繊維およびそれから製造された吸収性物品 |
-
2014
- 2014-11-07 BR BR102014027956-3A patent/BR102014027956B1/pt not_active IP Right Cessation
- 2014-11-07 JP JP2014227561A patent/JP6600132B2/ja not_active Expired - Fee Related
- 2014-11-07 EP EP14192359.9A patent/EP2876117B1/en active Active
- 2014-11-12 CN CN201410634887.XA patent/CN104650273B/zh not_active Expired - Fee Related
- 2014-11-17 US US14/543,036 patent/US9284396B2/en not_active Expired - Fee Related
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5640616A (en) * | 1979-09-11 | 1981-04-16 | Sanabotsuto Kk | Decarboxylation of carboxylic acids |
JPS60174793A (ja) * | 1984-01-13 | 1985-09-09 | チバ‐ガイギー アクチエンゲゼルシヤフト | 新規なコテロマー化合物、その製法及び水性系を処理する為の使用法 |
JPH101512A (ja) * | 1996-03-01 | 1998-01-06 | Rohm & Haas Co | 低分子量ホスホネート末端ポリマーの製造方法 |
WO2013070644A1 (en) * | 2011-11-11 | 2013-05-16 | Rohm And Haas Company | Small particle size hypophosphite telomers of unsaturated carboxylic acids |
WO2013070581A1 (en) * | 2011-11-11 | 2013-05-16 | Rohm And Haas Company | Polymethacrylic acid anhydride telomers |
JP2014181340A (ja) * | 2013-03-15 | 2014-09-29 | Dow Global Technologies Llc | ポリメタクリル酸無水物短鎖重合体 |
Also Published As
Publication number | Publication date |
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EP2876117A1 (en) | 2015-05-27 |
BR102014027956B1 (pt) | 2020-11-17 |
US9284396B2 (en) | 2016-03-15 |
JP6600132B2 (ja) | 2019-10-30 |
BR102014027956A2 (pt) | 2017-07-11 |
CN104650273B (zh) | 2020-10-09 |
EP2876117B1 (en) | 2019-12-25 |
US20150148475A1 (en) | 2015-05-28 |
CN104650273A (zh) | 2015-05-27 |
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