DK2877445T3 - Fedtsyrediamider omfattende hydroxystearinsyrer som organogeleringsmidler - Google Patents
Fedtsyrediamider omfattende hydroxystearinsyrer som organogeleringsmidler Download PDFInfo
- Publication number
- DK2877445T3 DK2877445T3 DK13756595.8T DK13756595T DK2877445T3 DK 2877445 T3 DK2877445 T3 DK 2877445T3 DK 13756595 T DK13756595 T DK 13756595T DK 2877445 T3 DK2877445 T3 DK 2877445T3
- Authority
- DK
- Denmark
- Prior art keywords
- diamide
- acid
- hydroxystearic acid
- hydroxystearic
- diamine
- Prior art date
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- 239000003795 chemical substances by application Substances 0.000 title claims description 17
- 239000002253 acid Substances 0.000 title claims description 15
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- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 64
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims description 59
- PAZZVPKITDJCPV-UHFFFAOYSA-N 10-hydroxyoctadecanoic acid Chemical compound CCCCCCCCC(O)CCCCCCCCC(O)=O PAZZVPKITDJCPV-UHFFFAOYSA-N 0.000 claims description 44
- RKHXDCVAPIMDMG-UHFFFAOYSA-N 9-hydroxyoctadecanoic acid Chemical compound CCCCCCCCCC(O)CCCCCCCC(O)=O RKHXDCVAPIMDMG-UHFFFAOYSA-N 0.000 claims description 42
- 229940114072 12-hydroxystearic acid Drugs 0.000 claims description 29
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- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-hydroxyoctadecanoic acid Chemical class CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 150000004984 aromatic diamines Chemical class 0.000 claims description 3
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- 239000011347 resin Substances 0.000 claims description 2
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- 239000003599 detergent Substances 0.000 claims 1
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- 238000009472 formulation Methods 0.000 description 17
- 150000001470 diamides Chemical class 0.000 description 15
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- 230000004913 activation Effects 0.000 description 11
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- 238000002360 preparation method Methods 0.000 description 11
- 150000001412 amines Chemical class 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 9
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000007858 starting material Substances 0.000 description 7
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- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 6
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 6
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 6
- 239000005642 Oleic acid Substances 0.000 description 6
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
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- 239000003921 oil Substances 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
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- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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- 239000004848 polyfunctional curative Substances 0.000 description 3
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- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
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- 125000004122 cyclic group Chemical group 0.000 description 2
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- 229910052757 nitrogen Inorganic materials 0.000 description 2
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
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- 239000004593 Epoxy Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
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- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical class O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
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- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical group C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid group Chemical group C(CCCCCC)(=O)O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 1
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- 150000002430 hydrocarbons Chemical class 0.000 description 1
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- 229910052751 metal Inorganic materials 0.000 description 1
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- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
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- 229920000728 polyester Polymers 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
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- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- 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
- C08K5/20—Carboxylic acid amides
-
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Cosmetics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Sealing Material Composition (AREA)
- Paints Or Removers (AREA)
Claims (17)
1. Fedtsyrediamid, kendetegnet ved, at den omfatter mindst ét reaktionsprodukt af en blanding, der omfatter eller består af: a) mindst én diamin udvalgt blandt: en lineær alifatisk C2- til Ci2-diamin og/eller en cycloalifatisk C6- til C-is-diamin og/eller en aromatisk diamin b) mindst én mættet hydroxycarboxylfedtsyre udvalgt blandt 9-hydroxystearinsyre og/eller 10-hydroxystearinsyre i nærvær eller fravær af 12-hydroxystearinsyre, c) eventuelt mindst én monosyre udvalgt blandt mættede, lineære og ikke-hydroxylerede C6- til Ci8-carboxylsyrer, d) eventuelt mindst en anden diamin, der er forskellig fra a) og udvalgt blandt lineære alifatiske C2- til Ci2-aminer.
2. Fedtsyrediamid ifølge krav 1, kendetegnet ved, at 12-hydroxystearinsyreN er til stede, og ved, at andelen af de andre hydroxyste-arinsyrer, dvs. 9-hydroxystearinsyre og/eller 10-hydroxystearinsyre, varierer fra 10 til 99 vægt% af bestanddel b).
3. Fedtsyrediamid ifølge krav 1, kendetegnet ved, at 12-hydroxystearinsyren er fraværende, og at den er erstattet fuldstændigt, dvs. 100 %, af 9-hydroxystearinsyre og/eller 10-hydroxystearinsyre.
4. Diamid ifølge et af kravene 1 til 3, kendetegnet ved, at diamiden bærer 2 amidfunktioner på basis af den samme hydroxysyre b) eller på basis af to forskellige hydroxysyrer b).
5. Diamid ifølge et af kravene 1 til 3, kendetegnet ved, at monosyren c) er til stede i en sådan andel, at molforholdet b/c mellem hydroxysyren b) og monosyren c) er 1/2 til 4/1.
6. Diamid ifølge et af kravene 1 til 5, kendetegnet ved, at den bærer en amidfunktion på basis af en hydroxysyre b) og en anden amidfunktion på ba- sis af monosyren c) med et molforhold b/c på 1/1.
7. Diamid ifølge et af kravene 1 til 6, kendetegnet ved, at den omfatter mindst 2 forskellige reaktionsprodukter, som defineret ifølge et af kravene 1 til 6.
8. Diamid ifølge krav 7, kendetegnet ved, at den omfatter en blanding af produkter omfattende produkterne med følgende formler: - b1-a1-c1 - b1-a1-b1 - b1-a1-b2 og fortrinsvis: - b1-a1-c1 - b1-a1-b1 - b1-a1-b2 - b2-a1-c1 - b2-a1-b2 hvor a1: diaminrest ifølge a), b1: 9-hydroxystearinsyrerest, b2: 10-hydroxystearinsyrerest og c1: rest af ikke-hydroxyleret monosyre ifølge monosyre c).
9. Diamid ifølge et af kravene 1 til 8, kendetegnet ved, at den er i form af mikroniseret pulver.
10. Tilsætningsstof omfattende mindst en diamid som defineret ifølge et af kravene 1 til 9, kendetegnet ved, at det forefindes og anvendes i form af foraktiveret og forkoncentreret pasta i et organisk opløsningsmiddel.
11. Anvendelse af diamiden som defineret ifølge et af kravene 1 til 9, kendetegnet ved, at den anvendes som et organogeleringsmiddel i et organisk opløsningsmiddel til opnåelse af en organogel.
12. Anvendelse ifølge krav 11, kendetegnet ved, at diamiden anvendes i coatingsammensætninger, der er udvalgt blandt malinger, fernis, blæk, gelcoatings eller i lim- eller klæbemiddel-, støbnings-, mastiks- eller tætnings- middel- eller rensemiddel- eller kosmetiksammensætninger.
13. Organogeleringsmiddel kendetegnet ved, at det omfatter mindst en diamid som defineret ifølge et af kravene 1 til 9.
14. Organogeleringsmiddel ifølge krav 13, kendetegnet ved, at det drejer sig om et reologi-middel eller -tilsætningsstof i en forkoncentreret sammensætning i et organisk opløsningsmiddel i form af foraktiveret pasta.
15. Organisk bindemiddelsammensætning, kendetegnet ved, at den omfatter som reologi-middel mindst en diamid som defineret ifølge et af kravene 1 til 9 eller et tilsætningsstof som defineret ifølge krav 10.
16. Organisk bindemiddelsammensætning ifølge krav 15, kendetegnet ved, at det organiske bindemiddel er et bindemiddel til coatingsammensætninger blandt malinger, fernis, blæk, gelcoatings eller et bindemiddel til lim- eller klæbemiddelsammensætninger eller et bindemiddel til mastiks- eller tætningsmiddel- eller rensemiddelsammensætninger eller til støbningssammensætninger eller til kosmetiksammensætninger.
17. Sammensætning ifølge krav 15 eller 16, kendetegnet ved, at bindemidlet er udvalgt blandt: epoxyharpiks, mættede og umættede polyestere, vinylestere, alkyder, silaneret harpiks, polyurethaner, polyesteramider, opløsningsmiddelbaseret acrylharpiks med ikke-reaktivt opløsningsmiddel, multi-funktionelle acrylmonomerer og/eller -oligomerer eller acryleret acrylharpiks med reaktivt fortyndingsmiddel eller klorerede eller ikke-klorerede elastomerer eller andre klorerede polymerer.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1257299A FR2993885A1 (fr) | 2012-07-27 | 2012-07-27 | Diamides d'acides gras comprenant des hydroxyacides steariques comme organogelateurs |
| PCT/FR2013/051785 WO2014016517A1 (fr) | 2012-07-27 | 2013-07-24 | Diamides d'acides gras comprenant des hydroxyacides steariques comme organogelateurs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2877445T3 true DK2877445T3 (da) | 2017-12-04 |
Family
ID=46852290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK13756595.8T DK2877445T3 (da) | 2012-07-27 | 2013-07-24 | Fedtsyrediamider omfattende hydroxystearinsyrer som organogeleringsmidler |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20160312005A1 (da) |
| EP (1) | EP2877445B1 (da) |
| JP (1) | JP2015529649A (da) |
| DK (1) | DK2877445T3 (da) |
| FR (1) | FR2993885A1 (da) |
| NO (1) | NO2877445T3 (da) |
| WO (1) | WO2014016517A1 (da) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3008974B1 (fr) * | 2013-07-25 | 2016-09-16 | Arkema France | Diamides d'acides gras a base de diamines cycloaliphatiques et aliphatiques, utilises comme organogelateurs. |
| CN107072902B (zh) * | 2014-10-17 | 2021-01-19 | 帝斯曼知识产权资产管理有限公司 | 包含10-羟基硬脂酸的美容组合物的用途 |
| DK3328938T3 (da) | 2015-07-31 | 2023-06-12 | Elementis Specialties Inc | Polyamidsammensætninger til tætningsmidler og malinger med høj faststofindhold |
| FR3043087B1 (fr) * | 2015-11-02 | 2018-04-27 | Arkema France | Composition d'additif diamide gras pre-concentree et pre-activee dans un diluant reactif |
| CA3015518C (en) | 2016-02-26 | 2021-04-06 | The Procter & Gamble Company | Thickened or structured liquid detergent compositions |
| CN109069384B (zh) * | 2016-04-13 | 2022-10-18 | 帝斯曼知识产权资产管理有限公司 | 10-羟基硬脂酸组合物 |
| JP2018100347A (ja) * | 2016-12-20 | 2018-06-28 | 日本ペイントホールディングス株式会社 | 複合塗膜、複合塗膜の製造方法、物品および塗料組成物 |
| EP3585350A1 (en) * | 2017-02-24 | 2020-01-01 | DSM IP Assets B.V. | Topical composition with a firm texture |
| JP6998006B2 (ja) * | 2017-06-30 | 2022-02-10 | 地方独立行政法人大阪産業技術研究所 | 油増粘剤 |
| FR3073843A1 (fr) | 2017-11-21 | 2019-05-24 | Arkema France | Additifs de rheologie a base de di- ou tri-amides et de leurs melanges |
| EP3502197A1 (en) * | 2017-12-21 | 2019-06-26 | Société BIC | Writing gel ink |
| FR3087779B1 (fr) * | 2018-10-26 | 2021-10-08 | Arkema France | Additif de rheologie a base de diamine biosourcee |
| FR3094367B1 (fr) | 2019-03-29 | 2023-03-03 | Arkema France | Additifs de rhéologie à base de di- ou tri-amides hydroxyles et de leurs mélanges |
| EP4289886A1 (en) * | 2022-06-10 | 2023-12-13 | Arkema France | Continuous or semi-continuous process for producing a pre-activated organogelator paste |
| JPWO2024071313A1 (da) * | 2022-09-30 | 2024-04-04 | ||
| CN116874774A (zh) * | 2023-06-16 | 2023-10-13 | 浙江丰虹新材料股份有限公司 | 一种用于密封胶或胶黏剂用高温活化蜡粉的制备方法 |
| FR3156794B1 (fr) * | 2023-12-18 | 2025-10-31 | Arkema France | Composition de liant organique réticulable comprenant au moins un diamide |
| FR3156782A1 (fr) * | 2023-12-18 | 2025-06-20 | Arkema France | Diamides obtenus à partir d’un mélange de diamines et d’au moins un acide carboxylique court, et leurs utilisations comme agents thixotropiques |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4128436A (en) * | 1974-05-29 | 1978-12-05 | Coats Brothers & Company Ltd. | Rheological agents |
| GB1461355A (en) * | 1974-05-29 | 1977-01-13 | Coates Bros Co Ltd | Rheological agents |
| US3969087A (en) * | 1974-08-07 | 1976-07-13 | Ajinomoto Co., Ltd. | Gels of nonpolar liquids with N-acyl amino acids and derivatives thereof as gelling agents |
| US3977894A (en) * | 1975-09-19 | 1976-08-31 | Nl Industries, Inc. | Rheological agent for non-aqueous fluid systems |
| US20060047046A1 (en) * | 2004-08-30 | 2006-03-02 | Illinois Tool Works, Inc. | Thixotropic anaerobic adhesive |
| US20090223409A1 (en) * | 2008-03-07 | 2009-09-10 | Xerox Corporation | Compounds suitable for use in inks and inks having such compounds |
-
2012
- 2012-07-27 FR FR1257299A patent/FR2993885A1/fr not_active Ceased
-
2013
- 2013-07-24 EP EP13756595.8A patent/EP2877445B1/fr active Active
- 2013-07-24 NO NO13756595A patent/NO2877445T3/no unknown
- 2013-07-24 JP JP2015523595A patent/JP2015529649A/ja active Pending
- 2013-07-24 DK DK13756595.8T patent/DK2877445T3/da active
- 2013-07-24 WO PCT/FR2013/051785 patent/WO2014016517A1/fr not_active Ceased
- 2013-07-24 US US14/392,016 patent/US20160312005A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| FR2993885A1 (fr) | 2014-01-31 |
| JP2015529649A (ja) | 2015-10-08 |
| EP2877445A1 (fr) | 2015-06-03 |
| WO2014016517A1 (fr) | 2014-01-30 |
| NO2877445T3 (da) | 2018-02-03 |
| US20160312005A1 (en) | 2016-10-27 |
| EP2877445B1 (fr) | 2017-09-06 |
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