CA2218291A1 - Amino resin dispersion with reduced aldehyde content, process therefor, and paint detackifying process therewith - Google Patents
Amino resin dispersion with reduced aldehyde content, process therefor, and paint detackifying process therewith Download PDFInfo
- Publication number
- CA2218291A1 CA2218291A1 CA002218291A CA2218291A CA2218291A1 CA 2218291 A1 CA2218291 A1 CA 2218291A1 CA 002218291 A CA002218291 A CA 002218291A CA 2218291 A CA2218291 A CA 2218291A CA 2218291 A1 CA2218291 A1 CA 2218291A1
- Authority
- CA
- Canada
- Prior art keywords
- tsea
- ratio
- composition
- formaldehyde
- amount
- Prior art date
- Legal status (The legal status 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 status listed.)
- Abandoned
Links
- 239000003973 paint Substances 0.000 title claims abstract description 46
- 229920003180 amino resin Polymers 0.000 title claims abstract description 30
- 239000006185 dispersion Substances 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims description 28
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 title claims description 21
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 213
- 239000000203 mixture Substances 0.000 claims abstract description 72
- 229920005989 resin Polymers 0.000 claims abstract description 55
- 239000011347 resin Substances 0.000 claims abstract description 55
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 27
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical class N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229920000877 Melamine resin Polymers 0.000 claims abstract 13
- 229960004279 formaldehyde Drugs 0.000 claims description 77
- 235000019256 formaldehyde Nutrition 0.000 claims description 65
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
- 239000007788 liquid Substances 0.000 claims description 34
- 239000007787 solid Substances 0.000 claims description 28
- 229920000642 polymer Polymers 0.000 claims description 27
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 26
- 239000004202 carbamide Substances 0.000 claims description 26
- 230000000051 modifying effect Effects 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- GCPWJFKTWGFEHH-UHFFFAOYSA-N acetoacetamide Chemical compound CC(=O)CC(N)=O GCPWJFKTWGFEHH-UHFFFAOYSA-N 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 2
- 150000002829 nitrogen Chemical class 0.000 claims description 2
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 claims 12
- 150000001721 carbon Chemical group 0.000 claims 2
- 230000002269 spontaneous effect Effects 0.000 claims 2
- 239000011342 resin composition Substances 0.000 claims 1
- 239000007790 solid phase Substances 0.000 claims 1
- 230000003467 diminishing effect Effects 0.000 abstract 1
- 230000002708 enhancing effect Effects 0.000 abstract 1
- 235000013877 carbamide Nutrition 0.000 description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000654 additive Substances 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- YFONKFDEZLYQDH-OPQQBVKSSA-N N-[(1R,2S)-2,6-dimethyindan-1-yl]-6-[(1R)-1-fluoroethyl]-1,3,5-triazine-2,4-diamine Chemical compound C[C@@H](F)C1=NC(N)=NC(N[C@H]2C3=CC(C)=CC=C3C[C@@H]2C)=N1 YFONKFDEZLYQDH-OPQQBVKSSA-N 0.000 description 8
- 239000007921 spray Substances 0.000 description 8
- 241000282320 Panthera leo Species 0.000 description 7
- 238000007792 addition Methods 0.000 description 6
- 239000004815 dispersion polymer Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 230000001965 increasing effect Effects 0.000 description 4
- -1 AMINO Chemical class 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000010802 sludge Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 101150059178 Plec gene Proteins 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000004087 circulation Effects 0.000 description 2
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- NQPJDJVGBDHCAD-UHFFFAOYSA-N 1,3-diazinan-2-one Chemical compound OC1=NCCCN1 NQPJDJVGBDHCAD-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- YCMLQMDWSXFTIF-UHFFFAOYSA-N 2-methylbenzenesulfonimidic acid Chemical compound CC1=CC=CC=C1S(N)(=O)=O YCMLQMDWSXFTIF-UHFFFAOYSA-N 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- ZEYUSQVGRCPBPG-UHFFFAOYSA-N 4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one Chemical compound OCN1C(O)C(O)N(CO)C1=O ZEYUSQVGRCPBPG-UHFFFAOYSA-N 0.000 description 1
- RDIMQHBOTMWMJA-UHFFFAOYSA-N 4-amino-3-hydrazinyl-1h-1,2,4-triazole-5-thione Chemical compound NNC1=NNC(=S)N1N RDIMQHBOTMWMJA-UHFFFAOYSA-N 0.000 description 1
- 244000047478 Afzelia bijuga Species 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 108091028109 FinP Proteins 0.000 description 1
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000011020 pilot scale process Methods 0.000 description 1
- IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical compound N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/71—Paint detackifiers or coagulants, e.g. for the treatment of oversprays in paint spraying installations
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Paints Or Removers (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/437,265 | 1995-05-08 | ||
| US08/437,265 US5599884A (en) | 1992-11-03 | 1995-05-08 | Amino resin dispersion with reduced aldehyde content, process therefor, and paint detackifying process therewith |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2218291A1 true CA2218291A1 (en) | 1996-11-14 |
Family
ID=23735737
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002218291A Abandoned CA2218291A1 (en) | 1995-05-08 | 1996-05-01 | Amino resin dispersion with reduced aldehyde content, process therefor, and paint detackifying process therewith |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5599884A (enExample) |
| EP (1) | EP0826014A1 (enExample) |
| JP (1) | JPH11505561A (enExample) |
| KR (1) | KR19990008356A (enExample) |
| CN (1) | CN1183793A (enExample) |
| AU (1) | AU705796B2 (enExample) |
| BR (1) | BR9608094A (enExample) |
| CA (1) | CA2218291A1 (enExample) |
| WO (1) | WO1996035740A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6632874B2 (en) | 2001-05-01 | 2003-10-14 | The Coca-Cola Company | Method to decrease aldehyde content in polyolefin products |
| US7041350B1 (en) | 2002-08-30 | 2006-05-09 | The Coca-Cola Company | Polyester composition and articles with reduced acetaldehyde content and method using hydrogenation catalyst |
| US6762275B1 (en) | 2003-05-27 | 2004-07-13 | The Coca-Cola Company | Method to decrease the acetaldehyde content of melt-processed polyesters |
| US7179385B2 (en) * | 2003-06-05 | 2007-02-20 | Henkel Kommanditgesellschaft Auf Aktien | Method for treating paint booth water systems |
| DE102005008034A1 (de) * | 2005-02-22 | 2006-08-31 | Lanxess Deutschland Gmbh | Säuregruppenhaltige Kondensationsprodukte |
| FR2952067B1 (fr) * | 2009-11-03 | 2012-05-25 | Saint Gobain Technical Fabrics | Composition filmogene renfermant un agent apte a pieger le formaldehyde |
| EP2638086A4 (en) * | 2010-11-10 | 2016-09-07 | Georgia Pacific Chemicals Llc | PROCESS FOR THE PREPARATION AND USE OF AMINO ALDEHYDE RESINS |
| CN104623439A (zh) * | 2015-01-21 | 2015-05-20 | 贵阳名草堂绿色植物科技开发中心 | 治疗痛风的搽剂 |
| WO2016148710A1 (en) * | 2015-03-18 | 2016-09-22 | Ppg Industries Ohio, Inc. | Coating compositions comprising urea and multilayer coating systems comprising the same |
| EP3580248A4 (en) | 2017-02-09 | 2020-10-21 | Dow Global Technologies LLC | POLYURETHANE FOAMS WITH LOW ALDEHYDE EMISSIONS |
| BR112019017144A2 (pt) | 2017-02-20 | 2020-04-14 | Dow Global Technologies Llc | poliuretano que tem emissões de aldeído reduzidas |
| US12435199B2 (en) * | 2019-05-02 | 2025-10-07 | Basf Se | Melamine formaldehyde foam with reduced formaldehyde emission |
| KR102662265B1 (ko) | 2022-04-06 | 2024-04-30 | 애경케미칼주식회사 | 암모니아 및 자일렌을 이용한 아미노-포름알데하이드 수지 잔류 포름알데하이드의 고효율 제거방법 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3634038A (en) * | 1969-09-10 | 1972-01-11 | Gordon A Rampy | Device for the quantitative colorimetric analysis of fluids |
| JPS61108698A (ja) * | 1984-11-01 | 1986-05-27 | 栗田工業株式会社 | 湿式スプレ−ブ−ス処理剤 |
| US4935149A (en) * | 1989-01-12 | 1990-06-19 | Calgon Corporation | Low free formaldehyde melamine-formaldehyde detackifier and method of using |
| US5112652A (en) * | 1989-08-29 | 1992-05-12 | East Central Wax Company, Inc. | Formaldehyde scavenging process useful in manufacturing durable press finished fabric |
| WO1994010231A1 (en) * | 1992-11-03 | 1994-05-11 | Henkel Corporation | Paint detackifying process using polymer dispersion with reduced formaldehyde content |
| ZA952487B (en) * | 1994-03-29 | 1995-12-18 | Henkel Corp | Paint deteackifying process using polymer dispersion with reduced formaldehyde content |
-
1995
- 1995-05-08 US US08/437,265 patent/US5599884A/en not_active Expired - Lifetime
-
1996
- 1996-05-01 WO PCT/US1996/005916 patent/WO1996035740A1/en not_active Ceased
- 1996-05-01 JP JP8534107A patent/JPH11505561A/ja active Pending
- 1996-05-01 EP EP96915378A patent/EP0826014A1/en not_active Withdrawn
- 1996-05-01 BR BR9608094A patent/BR9608094A/pt not_active Application Discontinuation
- 1996-05-01 AU AU57169/96A patent/AU705796B2/en not_active Ceased
- 1996-05-01 CA CA002218291A patent/CA2218291A1/en not_active Abandoned
- 1996-05-01 KR KR1019970707882A patent/KR19990008356A/ko not_active Withdrawn
- 1996-05-01 CN CN96193770A patent/CN1183793A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0826014A1 (en) | 1998-03-04 |
| KR19990008356A (ko) | 1999-01-25 |
| AU705796B2 (en) | 1999-06-03 |
| CN1183793A (zh) | 1998-06-03 |
| JPH11505561A (ja) | 1999-05-21 |
| US5599884A (en) | 1997-02-04 |
| MX9707327A (es) | 1997-11-29 |
| WO1996035740A1 (en) | 1996-11-14 |
| AU5716996A (en) | 1996-11-29 |
| EP0826014A4 (enExample) | 1998-04-08 |
| BR9608094A (pt) | 1999-02-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |