ES2610569T3 - Método para controlar la distribución del tamaño de partículas de un polímero durante la preparación de una dispersión acuosa del polímero, dispersión acuosa del polímero y su uso - Google Patents

Método para controlar la distribución del tamaño de partículas de un polímero durante la preparación de una dispersión acuosa del polímero, dispersión acuosa del polímero y su uso Download PDF

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ES2610569T3
ES2610569T3 ES13701675.4T ES13701675T ES2610569T3 ES 2610569 T3 ES2610569 T3 ES 2610569T3 ES 13701675 T ES13701675 T ES 13701675T ES 2610569 T3 ES2610569 T3 ES 2610569T3
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polymer
aqueous dispersion
weight
controlling
size distribution
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Helena PEURANEN
Perttu Heiska
Kimmo Huhtala
Nina Bruun
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Kemira Oyj
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/12—Polymerisation in non-solvents
    • C08F2/16—Aqueous medium
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/12—Polymerisation in non-solvents
    • C08F2/16—Aqueous medium
    • C08F2/18—Suspension polymerisation
    • C08F2/20—Suspension polymerisation with the aid of macromolecular dispersing agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/08—Styrene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/40—Redox systems
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L3/00—Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
    • C08L3/02—Starch; Degradation products thereof, e.g. dextrin
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L3/00—Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
    • C08L3/14—Amylose derivatives; Amylopectin derivatives
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/21—Macromolecular organic compounds of natural origin; Derivatives thereof
    • D21H17/24—Polysaccharides
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/21—Macromolecular organic compounds of natural origin; Derivatives thereof
    • D21H17/24—Polysaccharides
    • D21H17/28—Starch
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/33—Synthetic macromolecular compounds
    • D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/35—Polyalkenes, e.g. polystyrene
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/33—Synthetic macromolecular compounds
    • D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/36—Polyalkenyalcohols; Polyalkenylethers; Polyalkenylesters
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/33—Synthetic macromolecular compounds
    • D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/37—Polymers of unsaturated acids or derivatives thereof, e.g. polyacrylates
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D21H21/16—Sizing or water-repelling agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Graft Or Block Polymers (AREA)
  • Paper (AREA)
  • Polymerisation Methods In General (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Un método para controlar la distribución del tamaño de las partículas de un polímero formadas durante la preparación de una dispersión acuosa del polímero, que comprende - obtener una solución acuosa de un polisacárido, que comprende (a) 10 a 40% en peso de un polisacárido que contiene un grupo hidroxilo libre, como almidón, - polimerizar la solución del polisacárido en presencia de un sistema redox soluble en agua, que enlaza injertos, (b) 30 a 60% en peso de por lo menos un estireno sustituido opcionalmente (c) 60 a 30% en peso de por lo menos un (met)acrilato de alquilo C1-C4, (d) 0 a 10% en peso de otros monómeros copolimerizables, etilénicamente insaturados, en el que la suma de (a) + (b) + (c) + (d) es 100%, y caracterizado por controlar la distribución del tamaño de las partículas formadas del polímero ajustando la viscosidad de la solución del polisacárido antes de la polimerización a un nivel menor que 15 mPa.s, medida a 23°C con un viscosímetro Brookfield LVDV con husillo 18, 60 rpm, por lo que la dispersión obtenida del polímero tiene un valor de D50 menor que 70 nm y un valor de D99 menor que 160 nm para partículas del polímero en la dispersión del polímero, midiéndose el tamaño de las partículas usando un Zetasizer Nano ZS, Malvern, y refiriéndose los valores de D50 y D99 a los respectivos valores para los percentiles 50° y 99° de una distribución volumétrica.

Description

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Solución 1: 124,6 g de estireno, 62,3 g de acrilato de n-butilo y 62,3 g de acrilato de terc-butilo
Solución 2: 6,3 g de peróxido de hidrógeno (de 35% de concentración) y 42,2 g de agua
Quince minutos después del final de la dosificación y después de enfriar el reactor a 60°C, se añaden 0,7 g de hidroperóxido de terc-butilo para la activación posterior y se continúa agitando durante 60 minutos más.
Después, se enfría hasta la temperatura ambiente, se filtra con un filtro de jeringa de 1,2 µm y se ajusta el pH a 6,5 con solución de hidróxido sódico (de 10% de concentración).
Se obtiene una dispersión de partículas finas de polímero que tiene un contenido de 36,4% de sólidos, con la viscosidad y contenido de partículas relacionados en la tabla 1.
Ejemplo 6
En un matraz de 1 litro y tres bocas que tiene un condensador de reflujo se dispersan, agitando, 84,2 g de almidón de patata degradado por oxidación (Perfectamyl® LV) en 463 g de agua desmineralizada. El almidón se disuelve calentando a 95°C y se añaden sucesivamente 5,1 g de una solución acuosa de FeSO4·7H2O de 1% de concentración y 3,5 g de peróxido de hidrógeno de 35% de concentración. Después de 15 minutos, la degradación del almidón es completa. El pH en este punto es 2,0, ajustado con ácido sulfúrico, y la viscosidad es 6,8 mPa.s. Se inicia después a 95°C la alimentación por separado de los monómeros y el iniciador en el transcurso de 180 minutos.
Solución 1: 124,6 g de estireno, 62,3 g de acrilato de n-butilo y 62,3 g de acrilato de terc-butilo
Solución 2: 6,3 g de peróxido de hidrógeno (de 35% de concentración) y 42,2 g de agua
Quince minutos después del final de la dosificación y después de enfriar el reactor a 60°C, se añaden 0,7 g de hidroperóxido de terc-butilo para la activación posterior y se continúa agitando durante 60 minutos más.
Después, se enfría hasta la temperatura ambiente, se filtra con un filtro de jeringa de 1,2 µm y se ajusta el pH a 6,5 con solución de hidróxido sódico (de 10% de concentración).
Se obtiene una dispersión de partículas finas de polímero que tiene un contenido de 36,1% de sólidos, con la viscosidad y contenido de partículas relacionados en la tabla 1.
Ejemplo 7
En un matraz de 2 litros y tres bocas que tiene un condensador de reflujo se dispersan, agitando, 84,2 g de almidón de patata degradado por oxidación (Avedex W80) en 463 g de agua desmineralizada. El almidón se disuelve calentando a 95°C y se añaden sucesivamente 5,1 g de una solución acuosa de FeSO4·7H2O de 1% de concentración y 3,5 g de peróxido de hidrógeno de 35% de concentración. Después de 15 minutos, la degradación del almidón es completa. El pH en este punto es 2,2 y la viscosidad 5,0 mPa.s. Se inicia después a 95°C la alimentación por separado de los monómeros y el iniciador en el transcurso de 90 minutos.
Solución 1: 124,6 g de estireno, 62,3 g de acrilato de n-butilo y 62,3 g de acrilato de terc-butilo
Solución 2: 6,3 g de peróxido de hidrógeno (de 35% de concentración) y 42,2 g de agua
Quince minutos después del final de la dosificación y después de enfriar el reactor a 60°C, se añaden 0,7 g de hidroperóxido de terc-butilo para la activación posterior y se continúa agitando durante 60 minutos más.
Después, se enfría hasta la temperatura ambiente, se filtra con un filtro de jeringa de 1,2 µm y se ajusta el pH a 6,5 con solución de hidróxido sódico (de 10% de concentración).
Se obtiene una dispersión de partículas finas de polímero que tiene un contenido de 36,7% de sólidos, con la viscosidad y contenido de partículas relacionados en la tabla 1.
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Claims (1)

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ES13701675.4T 2012-01-12 2013-01-11 Método para controlar la distribución del tamaño de partículas de un polímero durante la preparación de una dispersión acuosa del polímero, dispersión acuosa del polímero y su uso Active ES2610569T3 (es)

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US201261585677P 2012-01-12 2012-01-12
FI20125036 2012-01-12
US201261585677P 2012-01-12
FI20125036A FI123696B (en) 2012-01-12 2012-01-12 A method for controlling the size distribution of polymer particles in the preparation of an aqueous polymer dispersion, an aqueous polymer dispersion and its use
PCT/FI2013/050031 WO2013104832A1 (en) 2012-01-12 2013-01-11 Method for controlling size distribution of polymer particles during preparation of aqueous polymer dispersion, aqueous polymer dispersion and its use

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US10221089B2 (en) * 2015-09-10 2019-03-05 Corning Incorporated Optical fiber with low fictive temperature
FI128576B (en) 2015-12-21 2020-08-14 Kemira Oyj A method for producing a sizing agent composition, a sizing agent composition and use thereof
FI20165235A (fi) * 2016-03-22 2017-09-23 Kemira Oyj Koostumus päällystyspastan reologian modifioimiseksi, sen käyttö ja päällystyspasta
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KR102781700B1 (ko) 2020-03-19 2025-03-18 삼성전자 주식회사 전자 장치의 화면을 홀로그램으로 표시하는 거치 장치
CN112961293A (zh) * 2021-04-21 2021-06-15 安徽工程大学 一种两步制备高表面活性两亲性接枝淀粉浆料的制备方法及其产品和应用
CN120554910B (zh) * 2025-07-02 2026-03-24 汕头市优森活新材料科技有限公司 一种除甲醛乳胶漆组合物及其制备方法

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CA2861073C (en) 2018-10-16
CN104053688A (zh) 2014-09-17
KR20140123478A (ko) 2014-10-22
RU2627365C2 (ru) 2017-08-07
CN104053688B (zh) 2016-06-01
US9079995B2 (en) 2015-07-14
FI123696B (en) 2013-09-30
FI20125036L (fi) 2013-07-13
RU2014133043A (ru) 2016-02-27
US9212247B2 (en) 2015-12-15
KR20190043176A (ko) 2019-04-25
CA2861073A1 (en) 2013-07-18
PT2802611T (pt) 2017-01-13
HUE033029T2 (hu) 2017-11-28
EP2802611B1 (en) 2016-10-12
WO2013104832A1 (en) 2013-07-18
KR102046572B1 (ko) 2019-11-20
EP2802611A1 (en) 2014-11-19
PL2802611T3 (pl) 2017-05-31
BR112014016924A2 (pt) 2017-06-13
US20150025194A1 (en) 2015-01-22
US20130184407A1 (en) 2013-07-18
BR112014016924A8 (pt) 2017-07-04

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