KR960014210A - Process for producing polyester copolymer - Google Patents

Process for producing polyester copolymer Download PDF

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Publication number
KR960014210A
KR960014210A KR1019940026074A KR19940026074A KR960014210A KR 960014210 A KR960014210 A KR 960014210A KR 1019940026074 A KR1019940026074 A KR 1019940026074A KR 19940026074 A KR19940026074 A KR 19940026074A KR 960014210 A KR960014210 A KR 960014210A
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South Korea
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compound
group
carbon atoms
ethylene glycol
represented
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KR1019940026074A
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Korean (ko)
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KR0134657B1 (en
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임대우
이재철
조태흥
연원희
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박홍기
제일합섬 주식회사
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/181—Acids containing aromatic rings
    • C08G63/183—Terephthalic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C08G63/82—Preparation processes characterised by the catalyst used
    • C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
    • C08G63/86—Germanium, antimony, or compounds thereof
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/098—Metal salts of carboxylic acids
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C08K5/19—Quaternary ammonium compounds
    • 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
    • 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
    • C08K5/5333—Esters of phosphonic acids
    • C08K5/5353—Esters of phosphonic acids containing also nitrogen

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

본 발명은 테레프탈산과 에틸렌글리콜을 주된 원료로 하고, 축중합 반응시, 1,4－시클로헥산 디메탄올 및/또는 그 작용성 유도체를 에틸렌글리콜 기준으로 2∼10당량% 첨가하며, 하기 일반식 (6) 및 (7)로 표현되는 가교제 및 일반식 (8)로 표현되는 말단기 붕쇄제를 고체상태 또는 에틸렌글리콜과의 슬러리 상태로 첨가하여 폴리에틸렌테레프탈레이트 코폴리에스테르를 제조할때 에스테르 반응시 분해반응 억제제로 암모늄 화합물(A)을 사용하고, 중합촉매로 글리콜 가용성 안티몬 화합물 (B)과 주석 화합물 (C)을 사용하고, 안정제로서 일반식 (1)로 표현되는 아민 결합을 가진 인화합물(D), 색조개선재인 코발트 화합물 (E)을 첨가하되, 각 첨가량을 식 (2), (3), (4), (5)를 만족하도록 함으로서 색조 및 투명성이 우수하며 높은 용융강도, 겔프리, 높은 전단을 의존도를 가지는 압출중공성형에 적합한 폴리에스테르의 공중합체의 제조방법에 관한 것이다.In the present invention, terephthalic acid and ethylene glycol are used as main raw materials, and in the case of the polycondensation reaction, 2 to 10 equivalent% of 1,4-cyclohexane dimethanol and / or functional derivatives thereof are added based on ethylene glycol, and the following general formula ( 6) and the crosslinking agent represented by (7) and the terminal group disintegrant represented by the general formula (8) in the solid state or in the form of a slurry with ethylene glycol in the preparation of polyethylene terephthalate copolyester decomposition during ester reaction Phosphorus compound (D) using an ammonium compound (A) as a reaction inhibitor, glycol soluble antimony compound (B) and tin compound (C) as a polymerization catalyst, and having an amine bond represented by the general formula (1) as a stabilizer (D) ), Cobalt compound (E), which is a color improving agent, is added to satisfy the formulas (2), (3), (4) and (5), and has excellent color and transparency, high melt strength, gel free, Rely on high shear The present invention relates to a method for producing a copolymer of polyester suitable for extrusion blow molding.

(식중, R1,R2,R3,R4는 수소원자 또는 탄소수가 1∼10인 알킬기 또는 아릴기이고, R5는 탄소수 1∼10의 알킬렌기 또는 벤제링이며, A,B,C,D,E는 폴리머중의 각 화합물의 함량(ppm)을 표시한다.)(Wherein R 1 , R 2 , R 3 , R 4 is a hydrogen atom or an alkyl group or aryl group having 1 to 10 carbon atoms, R 5 is an alkylene group or benzing group having 1 to 10 carbon atoms, and A, B, C , D and E represent the content of each compound in the polymer (ppm).)

R1(OH)k (6)R 1 (OH) k (6)

R2－－(CH2OH)1(7)R 2- (CH 2 OH) 1 (7)

(R1=탄소수 3∼6을 가진 포화지방족 탄화수소 라디칼, K=3∼6, R2=탄소수 1∼6의 포화지방족 탄화수소 라디칼, 1=3∼6이다.)(R 1 = saturated aliphatic hydrocarbon radical having 3 to 6 carbon atoms, K = 3 to 6, R 2 = saturated aliphatic hydrocarbon radical having 1 to 6 carbon atoms, 1 = 3 to 6).

(X : 수소, 지방족, 라디칼, 알콕시기, 아릴옥시기, 할로겐)(X: hydrogen, aliphatic, radical, alkoxy group, aryloxy group, halogen)

Description

폴리에스테르 공중합체의 제조방법Process for producing polyester copolymer

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (4)

테레프탈산과 에틸렌글리콜을 주된 원료로 하는 폴리에스테르 제조시 축중합 반응단계에서 1,4－시클로헥산 디메탄올 및/또는 그 작용성 유도체, 가교제 및 말단기 봉쇄제를 첨가하고, 에스테르 반응시에 분해반응 억제제로 암모늄 화화물(A), 중합촉매로 글리콜 가용성 안티몬 화합물(B)과 주석화합물(C), 안정제로서 일반식 (1)로 표현되는 아민결합을 가진 인화합물(D), 색조 개선재인 코발트 화합물(E)을 하기식 (2), (3), (4), (5)를 만족하도록 첨가함을 특징으로 하는 폴리에스테르의 공중합체의 제조방법.1,4-cyclohexane dimethanol and / or its functional derivatives, crosslinking agents and terminal group blocking agents are added in the polycondensation reaction step in the production of polyesters containing terephthalic acid and ethylene glycol as the main raw materials, and decomposition reaction during the ester reaction. Ammonium sulfide (A) as an inhibitor, glycol soluble antimony compound (B) and tin compound (C) as a polymerization catalyst, phosphorus compound having an amine bond represented by the general formula (1) as a stabilizer, cobalt as a color improving agent A compound (E) is added to satisfy the following formulas (2), (3), (4) and (5). (식중, R1,R2,R3,R4는 수소원자 또는 탄소수가 1∼10인 알킬기 또는 아릴기이고, R5는 탄소수 1∼10의 알킬렌기 또는 벤제링이며, A,B,C,D,E는 폴리머중의 각 화합물의 함량(ppm)을 표시한다.)(Wherein R 1 , R 2 , R 3 , R 4 is a hydrogen atom or an alkyl group or aryl group having 1 to 10 carbon atoms, R 5 is an alkylene group or benzing group having 1 to 10 carbon atoms, and A, B, C , D and E represent the content of each compound in the polymer (ppm).) 제1항에 있어서, 1,4－시클로헥산 디메탄올 및/또는 그 작용성 유도체의 사용량은 사용된 에틸렌글리콜에 대하여 2∼10당량%임을 특징으로 하는 폴리에스테르 공중합체의 제조방법.The method for producing a polyester copolymer according to claim 1, wherein the amount of 1,4-cyclohexane dimethanol and / or functional derivatives thereof is 2 to 10 equivalent% based on the ethylene glycol used. 제1항에 있어서, 가교제는 하기식 (6) 및 (7)로 표현되는 화합물에서 선택된 적어도 1종이며 테레프탈산에 대하여 0.02∼1.4몰% 사용함을 특징으로 하는 폴리에스테르 공중합체의 제조방법.The method for producing a polyester copolymer according to claim 1, wherein the crosslinking agent is at least one selected from the compounds represented by the following formulas (6) and (7) and uses 0.02 to 1.4 mol% based on terephthalic acid. R1(OH)k (6)R 1 (OH) k (6) R2－－(CH2OH)1(7)R 2- (CH 2 OH) 1 (7) (R1=탄소수 3∼6을 가진 포화지방족 탄화수소 라디칼, K=3∼6, R2=탄소수 1∼6의 포화지방족 탄화수소 라디칼, 1=3∼6이다.)(R 1 = saturated aliphatic hydrocarbon radical having 3 to 6 carbon atoms, K = 3 to 6, R 2 = saturated aliphatic hydrocarbon radical having 1 to 6 carbon atoms, 1 = 3 to 6). 제1항에 있어서, 말단기 봉쇄재는 하기식 (8)로 표현되는 화합분리에서 선택된 적어도 1종이며, 가교제의 수간이 당량수에 대하여 0.5∼5당량 첨가함을 특징으로 하는 폴리에스테르 공중합체의 제조방법.2. The polyester copolymer according to claim 1, wherein the terminal group blocking material is at least one selected from compound separation represented by the following formula (8), and the crosslinking agent is added in an amount of 0.5 to 5 equivalents based on the number of equivalents. Manufacturing method. (X : 수소, 지방족 라디칼, 알콕시기, 아릴옥시기, 할로겐)(X: hydrogen, aliphatic radical, alkoxy group, aryloxy group, halogen) ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940026074A 1994-10-12 1994-10-12 Method for manufacturing copolyester KR0134657B1 (en)

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KR960014210A true KR960014210A (en) 1996-05-22
KR0134657B1 KR0134657B1 (en) 1998-04-20

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101405871B1 (en) * 2007-07-19 2014-06-12 에스케이케미칼주식회사 Method for preparing polyester blends with high molecular weight and polyester blends produced with the same
KR101931114B1 (en) * 2012-12-28 2019-03-13 코오롱플라스틱 주식회사 Polyester Resin Composition

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