RU2578146C2 - Поверхностное покрытие, содержащее пластификатор на основе цитрата - Google Patents

Поверхностное покрытие, содержащее пластификатор на основе цитрата Download PDF

Info

Publication number: RU2578146C2
Authority: RU; Russia
Prior art keywords: layer; citrate; plasticizer; based plasticizer; composition
Prior art date: 2011-07-01

Application number

RU2014102917/05A

Other languages

English (en)

Russian (ru)

Other versions

RU2014102917A (ru

Inventor

Лариса АЛЕКСАНДРОВА

Original Assignee

Таркетт Гдл

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2011-07-01

Filing date

2011-07-01

Publication date

2016-03-20

2011-07-01 Application filed by Таркетт Гдл filed Critical Таркетт Гдл

2015-08-10 Publication of RU2014102917A publication Critical patent/RU2014102917A/ru

2016-03-20 Application granted granted Critical

2016-03-20 Publication of RU2578146C2 publication Critical patent/RU2578146C2/ru

Links

239000004014 plasticizer Substances 0.000 title claims abstract description 78
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 title claims abstract description 26
239000000203 mixture Substances 0.000 claims abstract description 49
239000000654 additive Substances 0.000 claims abstract description 15
239000006260 foam Substances 0.000 claims abstract description 12
239000011347 resin Substances 0.000 claims abstract description 9
229920005989 resin Polymers 0.000 claims abstract description 9
238000009408 flooring Methods 0.000 claims abstract description 8
230000000996 additive effect Effects 0.000 claims abstract description 5
239000000126 substance Substances 0.000 claims abstract description 5
QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 claims description 15
BBVARVTURNYWGV-UHFFFAOYSA-N 7-methyloctyl benzoate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1 BBVARVTURNYWGV-UHFFFAOYSA-N 0.000 claims description 13
239000003921 oil Substances 0.000 claims description 12
GPZYYYGYCRFPBU-UHFFFAOYSA-N 6-Hydroxyflavone Chemical group C=1C(=O)C2=CC(O)=CC=C2OC=1C1=CC=CC=C1 GPZYYYGYCRFPBU-UHFFFAOYSA-N 0.000 claims description 11
239000003381 stabilizer Substances 0.000 claims description 11
ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 claims description 10
239000007788 liquid Substances 0.000 claims description 9
239000003638 chemical reducing agent Substances 0.000 claims description 8
235000019387 fatty acid methyl ester Nutrition 0.000 claims description 8
DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical group CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 6
238000000034 method Methods 0.000 claims description 6
WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 claims description 6
239000001069 triethyl citrate Substances 0.000 claims description 6
VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims description 6
235000013769 triethyl citrate Nutrition 0.000 claims description 6
FRDNONBEXWDRDM-UHFFFAOYSA-N tris(2-ethylhexyl) 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)(OC(C)=O)CC(=O)OCC(CC)CCCC FRDNONBEXWDRDM-UHFFFAOYSA-N 0.000 claims description 5
239000002216 antistatic agent Substances 0.000 claims description 4
NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical class OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 claims description 4
239000004604 Blowing Agent Substances 0.000 claims description 3
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 3
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical group OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 3
150000001558 benzoic acid derivatives Chemical class 0.000 claims description 3
239000003063 flame retardant Substances 0.000 claims description 3
125000005591 trimellitate group Chemical group 0.000 claims description 3
-1 methyl fatty acid esters Chemical class 0.000 claims description 2
208000016444 Benign adult familial myoclonic epilepsy Diseases 0.000 claims 1
235000014113 dietary fatty acids Nutrition 0.000 claims 1
208000016427 familial adult myoclonic epilepsy Diseases 0.000 claims 1
239000000194 fatty acid Substances 0.000 claims 1
229930195729 fatty acid Natural products 0.000 claims 1
ZGNITFSDLCMLGI-UHFFFAOYSA-N flubendiamide Chemical compound CC1=CC(C(F)(C(F)(F)F)C(F)(F)F)=CC=C1NC(=O)C1=CC=CC(I)=C1C(=O)NC(C)(C)CS(C)(=O)=O ZGNITFSDLCMLGI-UHFFFAOYSA-N 0.000 claims 1
239000008029 phthalate plasticizer Substances 0.000 claims 1
238000004519 manufacturing process Methods 0.000 abstract description 4
238000010276 construction Methods 0.000 abstract 1
230000000694 effects Effects 0.000 abstract 1
125000005487 naphthalate group Chemical group 0.000 abstract 1
238000000576 coating method Methods 0.000 description 46
239000010410 layer Substances 0.000 description 42
239000011248 coating agent Substances 0.000 description 36
239000012855 volatile organic compound Substances 0.000 description 24
229920000915 polyvinyl chloride Polymers 0.000 description 19
239000004800 polyvinyl chloride Substances 0.000 description 19
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 13
230000000052 comparative effect Effects 0.000 description 8
239000002345 surface coating layer Substances 0.000 description 5
102100035474 DNA polymerase kappa Human genes 0.000 description 3
101710108091 DNA polymerase kappa Proteins 0.000 description 3
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 3
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 3
ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 3
239000004359 castor oil Substances 0.000 description 3
235000019438 castor oil Nutrition 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 3
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
239000000463 material Substances 0.000 description 3
239000004814 polyurethane Substances 0.000 description 3
239000002356 single layer Substances 0.000 description 3
239000011701 zinc Substances 0.000 description 3
DECACTMEFWAFRE-UHFFFAOYSA-N 6-o-benzyl 1-o-octyl hexanedioate Chemical compound CCCCCCCCOC(=O)CCCCC(=O)OCC1=CC=CC=C1 DECACTMEFWAFRE-UHFFFAOYSA-N 0.000 description 2
239000004156 Azodicarbonamide Substances 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
239000004165 Methyl ester of fatty acids Substances 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
230000032683 aging Effects 0.000 description 2
XOZUGNYVDXMRKW-AATRIKPKSA-N azodicarbonamide Chemical compound NC(=O)\N=N\C(N)=O XOZUGNYVDXMRKW-AATRIKPKSA-N 0.000 description 2
235000019399 azodicarbonamide Nutrition 0.000 description 2
230000004888 barrier function Effects 0.000 description 2
239000008199 coating composition Substances 0.000 description 2
MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000000945 filler Substances 0.000 description 2
238000005187 foaming Methods 0.000 description 2
239000004088 foaming agent Substances 0.000 description 2
238000005259 measurement Methods 0.000 description 2
229920002635 polyurethane Polymers 0.000 description 2
JJGBFZZXKPWGCW-UHFFFAOYSA-N 2,3-bis[8-[3-[(3-pentyloxiran-2-yl)methyl]oxiran-2-yl]octanoyloxy]propyl 8-[3-[(3-pentyloxiran-2-yl)methyl]oxiran-2-yl]octanoate Chemical compound CCCCCC1OC1CC1C(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC2C(O2)CC2C(O2)CCCCC)OC(=O)CCCCCCCC2C(O2)CC2C(O2)CCCCC)O1 JJGBFZZXKPWGCW-UHFFFAOYSA-N 0.000 description 1
CGLQOIMEUPORRI-UHFFFAOYSA-N 2-(1-benzoyloxypropan-2-yloxy)propyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)OC(C)COC(=O)C1=CC=CC=C1 CGLQOIMEUPORRI-UHFFFAOYSA-N 0.000 description 1
HNDYULRADYGBDU-UHFFFAOYSA-N 8-methylnonyl benzoate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1 HNDYULRADYGBDU-UHFFFAOYSA-N 0.000 description 1
239000004593 Epoxy Substances 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
230000002730 additional effect Effects 0.000 description 1
AYWLCKHHUFBVGJ-UHFFFAOYSA-N bis(7-methyloctyl) hexanedioate Chemical compound CC(C)CCCCCCOC(=O)CCCCC(=O)OCCCCCCC(C)C AYWLCKHHUFBVGJ-UHFFFAOYSA-N 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
238000003490 calendering Methods 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
HGAZMNJKRQFZKS-UHFFFAOYSA-N chloroethene;ethenyl acetate Chemical compound ClC=C.CC(=O)OC=C HGAZMNJKRQFZKS-UHFFFAOYSA-N 0.000 description 1
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
SZLIWAKTUJFFNX-UHFFFAOYSA-N dihydrocitronellol benzoate Natural products CC(C)CCCC(C)CCOC(=O)C1=CC=CC=C1 SZLIWAKTUJFFNX-UHFFFAOYSA-N 0.000 description 1
YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
150000003138 primary alcohols Chemical class 0.000 description 1
150000004040 pyrrolidinones Chemical class 0.000 description 1
239000000344 soap Substances 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
239000003017 thermal stabilizer Substances 0.000 description 1
239000002966 varnish Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1

Images

Classifications

- 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
- C08K5/10—Esters; Ether-esters
- C08K5/11—Esters; Ether-esters of acyclic polycarboxylic 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0016—Plasticisers

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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)
Laminated Bodies (AREA)
Compositions Of Macromolecular Compounds (AREA)
Paints Or Removers (AREA)

RU2014102917/05A 2011-07-01 2011-07-01 Поверхностное покрытие, содержащее пластификатор на основе цитрата RU2578146C2 (ru)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
PCT/EP2011/061108 WO2013004265A1 (fr)	2011-07-01	2011-07-01	Revêtement de surface comprenant un plastifiant à base de citrates

Publications (2)

Publication Number	Publication Date
RU2014102917A RU2014102917A (ru)	2015-08-10
RU2578146C2 true RU2578146C2 (ru)	2016-03-20

Family

ID=44627912

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
RU2014102917/05A RU2578146C2 (ru)	2011-07-01	2011-07-01	Поверхностное покрытие, содержащее пластификатор на основе цитрата

Country Status (3)

Country	Link
EP (1)	EP2726545A1 (fr)
RU (1)	RU2578146C2 (fr)
WO (1)	WO2013004265A1 (fr)

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Publication number	Priority date	Publication date	Assignee	Title
PL3090023T3 (pl) *	2014-01-03	2023-01-16	Tarkett Gdl	Dekoracyjne pokrycia powierzchniowe z ulepszonych bezftalanowych kompozycji plastizolu poli(chlorku winylu)
KR102372501B1 (ko) *	2014-04-18	2022-03-08	타케트 지디엘 에스에이	장식용 표면 커버링들을 위한 화학선 라디에이션 경화성 폴리우레탄 코팅
KR102379841B1 (ko) *	2014-04-18	2022-03-28	타케트 지디엘 에스에이	장식용 표면 커버링들을 위한 화학선 라디에이션 경화성 폴리우레탄 코팅
KR101889540B1 (ko) *	2014-10-22	2018-08-17	한화케미칼 주식회사	디(2-에틸헥실)사이클로헥산-1,4-디카르복실레이트 및 시트레이트계 화합물을 포함하는 가소제 조성물, 및 이를 포함하는 염화비닐 수지 조성물
KR101899656B1 (ko)	2015-10-27	2018-09-17	주식회사 엘지화학	가소제 조성물, 수지 조성물 및 이들의 제조 방법
WO2017183876A1 (fr) *	2016-04-22	2017-10-26	주식회사 엘지화학	Composition de plastifiant et composition de résine la comprenant
WO2017183877A1 (fr) *	2016-04-22	2017-10-26	주식회사 엘지화학	Composition de plastifiant et composition de résine la comprenant
KR102090294B1 (ko)	2016-04-22	2020-03-17	주식회사 엘지화학	가소제 조성물 및 이를 포함하는 수지 조성물
CN106009415A (zh) *	2016-07-28	2016-10-12	无锡市凯达来塑胶有限公司	一种聚氯乙烯防静电地板
BE1025186B1 (nl)	2017-09-27	2018-11-26	Proviron Holding N.V.	Weekmaker samenstelling
GB2569608B (en)	2017-12-21	2022-10-26	Altro Ltd	Plasticiser composition
KR102710486B1 (ko) *	2018-11-22	2024-09-27	애경케미칼주식회사	가소제 조성물 및 이를 이용한 수지 조성물
US20240309177A1 (en) *	2021-07-06	2024-09-19	Dic Corporation	Plasticizer composition for vinyl chloride resin, plastisol, and coating film thereof

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SU290069A1 (ru) *			Всесоюзный научно исследовательский институт пленочных материалов	Способ получения материала из поливинилхлорид-ной пленки

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EP2231763B1 (fr) *	2007-12-21	2015-01-07	ExxonMobil Chemical Patents Inc.	Systèmes de co-plastifiants
CN102272215A (zh) *	2008-12-18	2011-12-07	埃克森美孚化学专利公司	包含对苯二甲酸酯的聚合物组合物

2011
- 2011-07-01 RU RU2014102917/05A patent/RU2578146C2/ru not_active IP Right Cessation
- 2011-07-01 EP EP11729411.6A patent/EP2726545A1/fr not_active Withdrawn
- 2011-07-01 WO PCT/EP2011/061108 patent/WO2013004265A1/fr not_active Ceased

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
SU290069A1 (ru) *			Всесоюзный научно исследовательский институт пленочных материалов	Способ получения материала из поливинилхлорид-ной пленки

Also Published As

Publication number	Publication date
RU2014102917A (ru)	2015-08-10
WO2013004265A1 (fr)	2013-01-10
EP2726545A1 (fr)	2014-05-07

Publication	Publication Date	Title
RU2578146C2 (ru)	2016-03-20	Поверхностное покрытие, содержащее пластификатор на основе цитрата
US9505907B2 (en)	2016-11-29	Ester composition, method of preparing the same and resin composition including the same
RU2401847C2 (ru)	2010-10-20	Усовершенствования, касающиеся пластификаторных композиций
RU2675542C2 (ru)	2018-12-19	Улучшенные безфталатные поливинилхлоридные пластизолевые композиции
KR20140005908A (ko)	2014-01-15	가소제로서 ｄｉｎｔ를 함유하는 중합체 조성물
JP5584121B2 (ja)	2014-09-03	低揮発性有機分の粘度低下剤
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US20150007750A1 (en)	2015-01-08	Ester plasticizer composition
TWI877451B (zh)	2025-03-21	塑化劑組成物及包含彼之樹脂組成物
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Legal Events

Date	Code	Title	Description
2020-05-27	MM4A	The patent is invalid due to non-payment of fees	Effective date: 20190702