KR890008185A - Continuous Solution Polymerization of Acrylic Monomer - Google Patents

Continuous Solution Polymerization of Acrylic Monomer Download PDF

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KR890008185A
KR890008185A KR870013021A KR870013021A KR890008185A KR 890008185 A KR890008185 A KR 890008185A KR 870013021 A KR870013021 A KR 870013021A KR 870013021 A KR870013021 A KR 870013021A KR 890008185 A KR890008185 A KR 890008185A
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polymerization
preheater
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에이.쟈비스 마르빈
에이.테스타 래리
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원본미기재
폴리머 테크놀로지, 인코포레이티드
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    • C—CHEMISTRY; METALLURGY
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    • 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
    • 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
    • C08F2/001—Multistage polymerisation processes characterised by a change in reactor conditions without deactivating the intermediate polymer
    • 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
    • C08F2/04—Polymerisation in solution
    • C08F2/06—Organic solvent
    • 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
    • C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
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    • 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
    • C08F220/14—Methyl esters, e.g. methyl (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
    • C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
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    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F6/00—Post-polymerisation treatments
    • C08F6/06—Treatment of polymer solutions
    • C08F6/10—Removal of volatile materials, e.g. solvents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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    • C08F2400/00—Characteristics for processes of polymerization
    • C08F2400/02—Control or adjustment of polymerization parameters

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Abstract

내용 없음No content

Description

아크릴단량체의 연속식용액중합법Continuous Solution Polymerization of Acrylic Monomer

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

제1도는 본 발명에 따른 방법을 설명해주는 개략적인 공정흐름도이다.1 is a schematic process flow diagram illustrating a method according to the present invention.

* 도면의 주요부분에 대한 부호의 설명* Explanation of symbols for main parts of the drawings

10, 20 : 연속식 교반탱크반응기 11, 21 : 프로펠러축10, 20: continuous stirred tank reactor 11, 21: propeller shaft

12, 22 : 모우터조립체 14 : 프로펠러날개12, 22: motor assembly 14: propeller wing

15, 25 : 기어펌프 17, 27 : 유입선15, 25: gear pump 17, 27: inlet line

18, 28 : 증기인출선 30 : 용매재순환선18, 28: steam leader 30: solvent recycle line

32 : 공급혼합물도입선 34 : 제2반응기로의 반응물이송선32: feed mixture introduction line 34: reactant feed line to the second reactor

36 : 지연부가선 38 : 휘발성제거 예열기로의 반응물이송선36: delayed wire 38: reactant feeder to volatile removal preheater

39 : 휘발성 제거기로의 이송선 40 : 진공장치39: transfer line to volatile eliminator 40: vacuum device

50, 51 : 셀튜브응축기 58, 59 : 환류선50, 51: cell tube condenser 58, 59: reflux line

60, 62 : 증기선 61, 63 : 압력조절밸브60, 62: steamer 61, 63: pressure regulating valve

70 : 휘발성제거예열기 71 : 뜨거운 오일유체도입선70: volatile removal preheater 71: hot oil fluid introduction line

72 : 후면압력조절밸브 75 : 완결중합체인출펌프72: rear pressure regulating valve 75: polymer pull-out pump

76 : 휘발성제거 용기 78 : 분무스파거(sparger)76: volatile removal container 78: spray sparger

80 : 증기재순환선 81 : 환류증류기80: steam recirculation line 81: reflux distillation

82 : 환류응축기 83, 85 : 팩킹영역82: reflux condenser 83, 85: packing area

84 : 환류축적용기 86, 91 : 재순환된 응축물흐름선84: reflux condenser 86, 91: recycled condensate flow line

87 : 리보일러 88 : 주입노즐87: reboiler 88: injection nozzle

89 : 첨가제도입선 90 : 정적혼합기89: additive introduction line 90: static mixer

92 : 스크리인(screen) 93 : 누출유체제거선92: screen 93: leaking fluid removal ship

94 : 압출다이 96 : 물중탕94: extrusion die 96: water bath

98 : 수분스트리퍼 100 : 중합체가닥선98: moisture stripper 100: polymer strand

102 : 펠릿화장소 104 : 펠릿102: pellet place 104: pellet

Claims (22)

(a) 용매혼합물에 단량체, 개시제 및 연쇄이동제를 도입하여 약 40중량% 미만의 용매를 함유하는 중합매질을 준비하는 단계 ; (b) 최소한 하나의 중합반응기에서 60 내지 약 130℃의 온도 및 충분한 체류시간의 중합조건하에 중합매질을 유지시켜 20 내지 95%의 단량체 중합율을 달성하고 완결전 중간 중합반응물을 형성하는 단계 ; (c) 완결전 중간 중합반응물을 인출하여, 최종 중합반응기를 포함하는, 최소한 하나의 계속되는 중합반응기에 완결전 중간 중합반응물을 도입하는 단계 ; (d) 60 내지 약 90℃의 온도 및 완결전 중합물중에 있는 개시제를 실제적으로 제거하기에 충분한 체류시간의 중합조건을 유지하면서, 최종 중합반응기를 포함하는 최소한 하나의 계속되는 중합반응기에서 완결전 중간 중합반응물을 교반시켜 잘 혼합된 완결전 중합반응물이 유지되게 하여 용매, 비반응단량체 및 약 50중량% 미만의 중합체를 함유하는 완결전 중합반응물을 형성한 후 이것을 최종 중합반응기로부터 펌프질해내는 단계 ; (e) 이러한 완결전 중합물을 휘발성제거 예열기내에서 200℃ 내지 270℃의 온도로 가열하고, 이렇게 예열된 완결전 중합반응물을 휘발성제거 예열기로부터 인출하여 휘발성 제거기로의 이송선을 통해 휘발성 제거기내로 분무시키고, 거기서 플래시증류시켜 용매, 비반응단량체, 및 올리고머로 구성되는 휘발성 유체를 제거하는 단계 ; 그리고 ⒡용융중합체를 생산하고 또 이것을 휘발성 제거기로부터 펌푸질해내는데 필요한 기화열을 공급하기에 충분한 열이 예열된 완결전 중합물에 제공되도록 예열기에서 완결전 중합물을 충분히 가열하면서, 증기와 액체의 혼합두상계를 형성하도록 기화를 허락하는 휘발성제거 예열기와 이송선에서 완결정 중합반응물의 압력을 액체상의 초기고화를 막는데 충분한 압력으로 유지시켜주어 휘발성제거 예열기의 열교환 표면에 거품찌꺼기가 형성되는 것을 피하는 단계를 포함하는, 최소한 40%가 C1-C8알칸올의 아크릴레이트 에스테르로 구성되는 단량체들의 연속식 용액중합법.(a) introducing a monomer, initiator and chain transfer agent into the solvent mixture to prepare a polymerization medium containing less than about 40% by weight of a solvent; (b) maintaining a polymerization medium at a temperature of 60 to about 130 ° C. and sufficient residence time in at least one polymerization reactor to achieve a monomer polymerization rate of 20 to 95% and to form an intermediate polymerization reactor before completion; (c) withdrawing the intermediate polymerization product before completion, introducing the intermediate polymerization product to at least one subsequent polymerization reactor, including the final polymerization reactor; (d) intermediate polymerization before completion in at least one subsequent polymerization reactor comprising the final polymerization reactor, while maintaining polymerization conditions of a temperature of 60 to about 90 ° C. and a residence time sufficient to substantially remove the initiator in the final polymerization polymer; Stirring the reactants to maintain a well-mixed prepolymer, forming a prepolymer which contains solvent, unreacted monomers and less than about 50% by weight of polymer and pumping it from the final polymerizer; (e) The prepolymer is heated in a devolatile preheater to a temperature of 200 ° C. to 270 ° C., and the preheated prepolymerization is withdrawn from the devolatile preheater and sprayed into the volatile remover via a transfer line to the volatile remover. And flash distillation thereon to remove volatile fluid consisting of solvent, unreacted monomer, and oligomer; And mixing the vapor and liquid phases in the preheater with sufficient heating of the prepolymer in the preheater to provide sufficient heat to provide preheated polymer to produce the molten polymer and pump it out of the volatile eliminator. Maintaining the pressure of the complete crystallization reactant at the transfer line to a sufficient pressure to prevent the initial solidification of the liquid phase in the transfer line to allow vaporization to form a gas to avoid the formation of debris on the heat exchange surface of the volatile preheater. A continuous solution polymerization of monomers comprising at least 40% of the monomers comprising acrylate esters of C 1 -C 8 alkanols. 제1항에서, 아크릴레이트 에스테르가 메틸 메타크릴레이트임을 특징으로 하는 방법.The method of claim 1 wherein the acrylate ester is methyl methacrylate. 제2항에서, 단량체는 80 내지 99%의 메틸 메타크릴레이트와 1 내지 20중량%의 에틸 아크릴레이트, 메틸 아크릴레이트, 또는 이들의 혼합물임을 특징으로 하는 방법.The method of claim 2 wherein the monomer is 80 to 99% methyl methacrylate and 1 to 20% ethyl acrylate, methyl acrylate, or a mixture thereof. 제1항에서, 용매가 톨루엔임을 특징으로 하는 방법.The method of claim 1 wherein the solvent is toluene. 제1항에서, 용매는 벤젠, C6-C10알킬, 그리고 이들의 혼합물로 구성되는 부류로부터 선택됨을 특징으로 하는 방법.The method of claim 1, wherein the solvent is selected from the group consisting of benzene, C 6 -C 10 alkyl, and mixtures thereof. 제1항에서, 연쇄이동제는 n-도데실 메르캡탄임을 특징으로 하는 방법.The method of claim 1, wherein the chain transfer agent is n-dodecyl mercaptan. 제1항에서, 중합매질이 잘 혼합되어 모든 중합대에서 열 및 화학적으로 균일한 물질이 형성됨을 특징으로 하는 방법.The method of claim 1, wherein the polymerization medium is well mixed to form thermally and chemically uniform materials in all polymerization zones. 제1항에서, 제1중합대에서 형성된 증기의 일부는 인출, 냉각 및 응축되어 이렇게 얻어진 응축물이 제1중합대로 귀환되어 거기의 온도를 유지시킴을 특징으로 하는 방법.The method of claim 1, wherein a portion of the vapor formed in the first polymerization zone is withdrawn, cooled and condensed such that the condensate thus obtained is returned to the first polymerization zone to maintain its temperature. 제1중합대를 위해 진공장치가 사용되며 제1중합대로부터 드로틀밸브를 통해 인출된 증기를 통과시켜 제1중합대의 압력을 유지시키는 것이 포함되는 제9항의 방법.The method of claim 9, wherein a vacuum device is used for the first polymerization zone and includes maintaining the pressure of the first polymerization zone by passing steam drawn out from the first polymerization reactor through the throttle valve. 제1항에서, 완결전 중합반응물이 휘발성제거 예열기에서 가열 열전달 표면과의 간접열교환에 의해서 가열됨을 특징으로 하는 방법.The method of claim 1 wherein the prepolymerization is heated by indirect heat exchange with a heat transfer surface in a devolatile preheater. 제10항에 있어서, 완결전 중합반응물은 가열되는 동안에 압력하에 유지되어 고체상의 형성을 방지하여 열전달 표면상에 고체 찌꺼기가 형성되는 것을 예방함을 특징으로 하는 방법.The method of claim 10, wherein the prepolymerisation is maintained under pressure while being heated to prevent the formation of a solid phase to prevent the formation of solid debris on the heat transfer surface. 최종 중합대를 포함하는 최소한 하나의 계속되는 중합대에 있는 완결전 중간 중합반응물에, 이 공정을 위해 이용된 공단량체중의 5 내지 약 30%를 첨가하는 단계가 포함되는 제1항의 방법.The method of claim 1, comprising adding 5 to about 30% of the comonomer used for this process to the pre-finished intermediate polymerization product in at least one subsequent polymerization zone including the final polymerization zone. 최종 중합대를 포함하는 최소한 하나의 계속되는 중합대에 있는 완결전 중간 중합반응물에, 이 공정을 위해 사용된 연쇄이동제중의 5 내지 약 30%를 첨가하는 단계가 포함되는 제12항의 방법.13. The method of claim 12, comprising adding 5 to about 30% of the chain transfer agent used for this process to the pre-finished intermediate polymerization product in at least one subsequent polymerization zone including the final polymerization zone. 중합매질의 양에 기초하여, 0.05 내지 5.0중량%의 양으로 퍼옥시유리기 스캐빈져를 중합매질에 첨가하는 단계가 포함되는 제1항의 방법.The method of claim 1, comprising adding a peroxyfree group scavenger to the polymerization medium in an amount of 0.05 to 5.0 wt% based on the amount of polymerization medium. (a) 휘발성 유체를 응축하여 용매 및 비반응단량체를 포함하는 응축물을 얻는 단계; 그리고 (b) 상기 단계의 응축물이 용매원으로 제1중합반응기에 재순환되는 단계들이 포함되는 제1항의 공정.(a) condensing the volatile fluid to obtain a condensate comprising a solvent and an unreacted monomer; And (b) recycling the condensate of said step to a first polymerization reactor as a solvent source. (a) 완결전 중합반응물을 휘발성제거 예열기에서 약 200 내지 약 270℃의 온도로 간접열교환시켜 가열하는 단계; (b) 증기와 액체의 혼합 이상계가 형성되도록 기화를 허락하는 압력으로서 액체상의 초기고화를 방지하여 예열기의 열교환 표면에 거품찌꺼기가 형성되는 것을 예방하기에 충분한 압력으로 휘발성제거 예열기에서 완결전 중합반응물의 압력을 조절하면서, 용융중합체를 생산하는데 및 휘발성제거 예열기로부터 그것이 펌프질될 수 있게 하는데 필요한 기화열을 공급하기에 충분한 열이 예열된 완결전 중합반응물이 제공되도록 휘발성제거 예열기에서 완결정 중합반응물을 충분히 가열하는 단계; (c) 예열된 중합반응물을 이송선을 통해 휘발성제거 용기내로 도입하고 거기서 중합반응물을 플래시증류시켜 용매, 비반응단량체 및 올리고머를 포함하는 휘발성 유체를 제거하는 단계; 그리고 (d) 1.0중량% 이하의 용매 및 비반응단량체를 함유하는 용융중합체를 휘발성 제거기로부터 인출하는 단계들을 포함하는, 용매, 비반응단량체 및 약50중량% 미만의 중합체를 함유하는 폴리(아크릴레이트 에스테르)의 완결전 중합반응물의 휘발성 제거방법.(a) heating the prepolymerization product by indirect heat exchange to a temperature of about 200 to about 270 ° C. in a devolatile preheater; (b) the pre-polymerization reaction in the devolatile preheater at a pressure sufficient to prevent vaporisation of the liquid phase and to prevent the formation of debris on the heat exchanger surface of the preheater at a pressure that allows vaporization to form a vapor-liquid mixed phase; While controlling the pressure of the catalyst, the crystalline prepolymer in the devolatile preheater is sufficient to provide a preheated prepolymer with sufficient heat to produce the molten polymer and to provide the heat of vaporization necessary to allow it to be pumped from the devolatile preheater. Heating; (c) introducing the preheated polymerization product into the devolatile vessel via a transfer line and flash distilling the polymerization product therein to remove volatile fluids including solvents, unreacted monomers and oligomers; And (d) withdrawing the molten polymer containing up to 1.0% by weight of solvent and unreacted monomer from the volatile eliminator, the poly (acrylate) containing solvent, unreacted monomer and less than about 50% by weight of polymer. Volatile removal of the polymerization reaction prior to completion of the ester). 휘발성 유체를 응축시켜 용매 및 비반응단량체를 포함하는 응축물을 얻는 단계가 포함되는 제16항의방법.The method of claim 16 including condensing the volatile fluid to obtain a condensate comprising a solvent and an unreacted monomer. 제16항에서, 완결전 중합반응물은 약 220℃ 내지 260℃의 온도로 예열기에서 가열됨을 특징으로 하는 방법.17. The method of claim 16, wherein the prepolymerization is heated in a preheater to a temperature of about 220 ° C to 260 ° C. 제16항에서, 완결전 중합물은 미세한 시이트 또는 물방울의 잘 분산된 형태로 분무스파거를 통해 휘발성 제거기내로 배출되어짐을 특징으로 하는 방법.17. The process of claim 16, wherein the polymer before completion is discharged into the volatile remover via spray spargers in a well dispersed form of fine sheets or droplets. 휘발성 제거기가 10 내지 약 150mmHg의 절대압력으로 유지되는 단계가 포함되는 제16항의 방법.The method of claim 16 including maintaining the volatile remover at an absolute pressure of 10 to about 150 mmHg. 제16항에서, 중합체는 80 내지 99%의 메틸 메타크릴레이트와 1 내지 20%의 메틸 아크릴레이트, 에틸 아크릴레이트, 및 이들 혼합물의 공중합체임을 특징으로 하는 방법.The method of claim 16 wherein the polymer is a copolymer of 80-99% methyl methacrylate with 1-20% methyl acrylate, ethyl acrylate, and mixtures thereof. 제16항에서, 용매는 벤젠, C6-C10알킬벤젠, 및 이들의 혼합물로 구성되는 부류로부터 선택됨을 특징으로 하는 방법.The method of claim 16, wherein the solvent is selected from the class consisting of benzene, C 6 -C 10 alkylbenzenes, and mixtures thereof. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019870013021A 1987-11-19 1987-11-19 Polyacrylic process KR950008508B1 (en)

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