KR101152058B1 - 내열성 알파메틸스티렌-아크릴로니트릴 공중합체의 제조방법 - Google Patents
내열성 알파메틸스티렌-아크릴로니트릴 공중합체의 제조방법 Download PDFInfo
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- KR101152058B1 KR101152058B1 KR1020080000708A KR20080000708A KR101152058B1 KR 101152058 B1 KR101152058 B1 KR 101152058B1 KR 1020080000708 A KR1020080000708 A KR 1020080000708A KR 20080000708 A KR20080000708 A KR 20080000708A KR 101152058 B1 KR101152058 B1 KR 101152058B1
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- South Korea
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- alphamethylstyrene
- acrylonitrile
- acrylonitrile copolymer
- Prior art date
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- 229920001577 copolymer Polymers 0.000 title claims abstract description 31
- 238000000034 method Methods 0.000 title claims abstract description 14
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 42
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims abstract description 26
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 24
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- 238000012662 bulk polymerization Methods 0.000 claims abstract description 6
- 239000000178 monomer Substances 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 238000006116 polymerization reaction Methods 0.000 claims description 9
- 239000003999 initiator Substances 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- 230000001588 bifunctional effect Effects 0.000 claims description 5
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 4
- VTEYUPDBOLSXCD-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-2-methylcyclohexane Chemical group CC1CCCCC1(OOC(C)(C)C)OOC(C)(C)C VTEYUPDBOLSXCD-UHFFFAOYSA-N 0.000 claims description 2
- NALFRYPTRXKZPN-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane Chemical compound CC1CC(C)(C)CC(OOC(C)(C)C)(OOC(C)(C)C)C1 NALFRYPTRXKZPN-UHFFFAOYSA-N 0.000 claims description 2
- HSLFISVKRDQEBY-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclohexane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCC1 HSLFISVKRDQEBY-UHFFFAOYSA-N 0.000 claims description 2
- HQOVXPHOJANJBR-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane Chemical compound CC(C)(C)OOC(C)(CC)OOC(C)(C)C HQOVXPHOJANJBR-UHFFFAOYSA-N 0.000 claims description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 230000008859 change Effects 0.000 abstract description 10
- 230000000694 effects Effects 0.000 abstract description 6
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 abstract description 5
- VNNBZUFJRRODHO-UHFFFAOYSA-N prop-2-enenitrile;prop-1-en-2-ylbenzene Chemical compound C=CC#N.CC(=C)C1=CC=CC=C1 VNNBZUFJRRODHO-UHFFFAOYSA-N 0.000 abstract description 5
- 230000000052 comparative effect Effects 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 9
- 230000009477 glass transition Effects 0.000 description 6
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 5
- 239000008188 pellet Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920006026 co-polymeric resin Polymers 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- MEBONNVPKOBPEA-UHFFFAOYSA-N 1,1,2-trimethylcyclohexane Chemical compound CC1CCCCC1(C)C MEBONNVPKOBPEA-UHFFFAOYSA-N 0.000 description 2
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007810 chemical reaction solvent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- -1 aromatic vinyl compound Chemical class 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- 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
- C08F212/10—Styrene with nitriles
-
- 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
- C08F4/28—Oxygen or compounds releasing free oxygen
- C08F4/32—Organic compounds
- C08F4/34—Per-compounds with one peroxy-radical
-
- 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
- C08F6/00—Post-polymerisation treatments
- C08F6/06—Treatment of polymer solutions
- C08F6/10—Removal of volatile materials, e.g. solvents
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
| 실시예1 | 실시예2 | 실시예3 | 비교예1 | 비교예2 | 비교예3 | 비교예4 | |
| 알파메틸스티렌 | 70 | 70 | 75 | 70 | 70 | 75 | 70 |
| 아크릴로니트릴 | 30 | 30 | 25 | 30 | 30 | 25 | 30 |
| 메타아크릴산 | 1 | 3 | 3 | 1 | 3 | 10 | 0 |
| 용매 | 5 | 5 | 5 | 5 | 5 | 5 | 5 |
| 과산화수소 | 0.3 | 0.5 | 0.5 | 0 | 0 | 0 | 0 |
| 개시제 | 0.15 | 0.15 | 0.15 | 0.15 | 0.15 | 0.15 | 0.15 |
| 반응온도(℃) | 110 | 110 | 110 | 110 | 110 | 110 | 110 |
| 전환율(%) | 50 | 53 | 48 | 45 | 47 | 54 | 49 |
| Mw(g/mol) | 11.4만 | 12.1만 | 10만 | 12.2만 | 13.5만 | 11.1만 | 9.5만 |
| 유리전이온도(℃) | 123.7 | 124.5 | 125.2 | 122.1 | 124.2 | 127 | 121.3 |
| Color b | 9.0 | 10.1 | 9.3 | 10.3 | 12.5 | 13.6 | 8.7 |
Claims (5)
- 삭제
- (a) 알파메틸스티렌 60 내지 75 중량부 및 아크릴로니트릴 25 내지 40 중량부를 포함하는 단량체 혼합물 100 중량부, 메타아크릴산 1 내지 3 중량부, 용매 5 내지 15 중량부, 2관능기 함유 개시제 0.05 내지 3 중량부 및 과산화수소 0.3 내지 0.5 중량부를 반응기에 연속으로 투입하여 괴상 중합시키는 단계; 및(b) 상기 중합 생성물을 휘발조에 투입하여 미반응 단량체 및 용매를 휘발시켜 중합체를 분리시키는 단계;를 포함하는내열성 알파메틸스티렌-아크릴로니트릴 공중합체의 제조방법.
- 삭제
- 제 2항에 있어서,상기 2관능기 함유 개시제는 1,1-비스(t-부틸퍼옥시)-2-메틸시클로헥산, 1,1-비스(t-부틸퍼옥시)시클로헥산, 1,1-비스(t-부틸퍼옥시)-3,3,5-트리메틸시클로헥산 또는 2,2-비스(t-부틸퍼옥시)부탄인 것을 특징으로 하는내열성 알파메틸스티렌-아크릴로니트릴 공중합체의 제조방법.
- 제 2항에 있어서,상기 용매는 에틸벤젠, 톨루엔, 크실렌 및 메틸에틸케톤으로 이루어진 군으로부터 선택된 1종 이상인 것을 특징으로 하는내열성 알파메틸스티렌-아크릴로니트릴 공중합체의 제조방법.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020080000708A KR101152058B1 (ko) | 2008-01-03 | 2008-01-03 | 내열성 알파메틸스티렌-아크릴로니트릴 공중합체의 제조방법 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020080000708A KR101152058B1 (ko) | 2008-01-03 | 2008-01-03 | 내열성 알파메틸스티렌-아크릴로니트릴 공중합체의 제조방법 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20090074974A KR20090074974A (ko) | 2009-07-08 |
| KR101152058B1 true KR101152058B1 (ko) | 2012-06-08 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020080000708A Active KR101152058B1 (ko) | 2008-01-03 | 2008-01-03 | 내열성 알파메틸스티렌-아크릴로니트릴 공중합체의 제조방법 |
Country Status (1)
| Country | Link |
|---|---|
| KR (1) | KR101152058B1 (ko) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170056127A (ko) | 2015-11-13 | 2017-05-23 | 주식회사 엘지화학 | 열가소성 수지, 이의 제조방법 및 이를 포함하는 열가소성 수지 조성물 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101857342B1 (ko) | 2016-03-22 | 2018-05-11 | 주식회사 엘지화학 | 방향족 비닐-불포화 니트릴계 공중합체의 제조방법 및 이로부터 제조된 방향족 비닐-불포화 니트릴계 공중합체 |
| CA3045716C (en) * | 2017-01-31 | 2022-10-18 | Archroma Ip Gmbh | Copolymer and its use for reducing negative effects of natural pitch and adhesive contaminants in pulping and papermaking operations |
-
2008
- 2008-01-03 KR KR1020080000708A patent/KR101152058B1/ko active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170056127A (ko) | 2015-11-13 | 2017-05-23 | 주식회사 엘지화학 | 열가소성 수지, 이의 제조방법 및 이를 포함하는 열가소성 수지 조성물 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20090074974A (ko) | 2009-07-08 |
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