FR3109385B1 - Hot melt adhesive resistant to automotive fluids - Google Patents

Hot melt adhesive resistant to automotive fluids Download PDF

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Publication number
FR3109385B1
FR3109385B1 FR2003895A FR2003895A FR3109385B1 FR 3109385 B1 FR3109385 B1 FR 3109385B1 FR 2003895 A FR2003895 A FR 2003895A FR 2003895 A FR2003895 A FR 2003895A FR 3109385 B1 FR3109385 B1 FR 3109385B1
Authority
FR
France
Prior art keywords
unit
diamine
diacid
copolyamide
representing
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.)
Active
Application number
FR2003895A
Other languages
French (fr)
Other versions
FR3109385A1 (en
Inventor
Quentin Pineau
Thomas Prenveille
Pierre-Jean Roumanet
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Arkema France SA
Original Assignee
Arkema France SA
Bostik SA
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.)
Filing date
Publication date
Application filed by Arkema France SA, Bostik SA filed Critical Arkema France SA
Priority to FR2003895A priority Critical patent/FR3109385B1/en
Priority to PCT/FR2021/050680 priority patent/WO2021209730A2/en
Priority to EP21732383.1A priority patent/EP4136135A2/en
Priority to CN202180042164.9A priority patent/CN115943176A/en
Publication of FR3109385A1 publication Critical patent/FR3109385A1/en
Application granted granted Critical
Publication of FR3109385B1 publication Critical patent/FR3109385B1/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
    • C08G69/34—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids using polymerised unsaturated fatty 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
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
    • C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic 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
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/36—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino acids, polyamines and polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J177/00—Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
    • C09J177/06—Polyamides derived from polyamines and polycarboxylic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Polyamides (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

Adhésif thermofusible résistant aux fluides automobiles L’invention concerne un copolyamide semi-cristallin comprenant au moins deux motifs répondant à la formule suivante : X/Ydans laquelle-le motif X est un motif cristallin obtenu par la polycondensation d’un motif choisi parmi un acide alpha,omega-aminocarboxylique en C5 à C12, un lactame en C6 à C12 et une unité (diamine en Ca).(diacide en Cb), avec a représentant le nombre d’atomes de carbone de la diamine et b représentant le nombre de carbone du diacide, a et b étant supérieur ou égal à 4,-le motif Y est un motif obtenu par la polycondensation d’une unité (diamine en Cd).(diacide en Ce), avec d représentant le nombre d’atomes de carbone de la diamine et e représentant le nombre de carbone du diacide, d et e étant compris entre 24 et 48, la diamine en Cd et le diacide en Ce étant aliphatiques linéaires ou ramifiés, saturés ou insaturés, -le copolyamide ne comportant pas d’éthylène diamine, -le copolyamide comprenant de 30 à 99,5% en mole de motif X et de 0,5 à 70% en mole de motif Y,-le copolyamide présentant une viscosité à l’état fondu mesurée selon la norme ASTM D3236-88 (2009) comprise entre 0,5 et 100 Pa.s à 200°C,-le copolyamide présentant une Tg inférieure à 0°C. L’invention porte également sur son procédé de préparation et sur son utilisation.Hot melt adhesive resistant to automotive fluids The invention relates to a semi-crystalline copolyamide comprising at least two units corresponding to the following formula: X/Yin which-the unit X is a crystalline unit obtained by the polycondensation of a unit chosen from an acid alpha,omega-aminocarboxylic C5 to C12, a lactam in C6 to C12 and a unit (diamine in Ca).(diacid in Cb), with a representing the number of carbon atoms of the diamine and b representing the number of carbon of the diacid, a and b being greater than or equal to 4, the unit Y is a unit obtained by the polycondensation of a unit (diamine in Cd).(diacid in Ce), with d representing the number of atoms of carbon of the diamine and e representing the carbon number of the diacid, d and e being between 24 and 48, the diamine in Cd and the diacid in Ce being linear or branched, saturated or unsaturated aliphatic, -the copolyamide not comprising d ethylene diamine, -the copolyamide comprising from 30 to 99.5% in mole of unit X and from 0.5 to 70% by mole of unit Y, the copolyamide having a viscosity in the molten state measured according to standard ASTM D3236-88 (2009) of between 0.5 and 100 Pa. s at 200°C, the copolyamide exhibiting a Tg of less than 0°C. The invention also relates to its method of preparation and to its use.

FR2003895A 2020-04-17 2020-04-17 Hot melt adhesive resistant to automotive fluids Active FR3109385B1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
FR2003895A FR3109385B1 (en) 2020-04-17 2020-04-17 Hot melt adhesive resistant to automotive fluids
PCT/FR2021/050680 WO2021209730A2 (en) 2020-04-17 2021-04-16 Hot melt adhesive withstanding motor vehicle fluids
EP21732383.1A EP4136135A2 (en) 2020-04-17 2021-04-16 Hot melt adhesive withstanding motor vehicle fluids
CN202180042164.9A CN115943176A (en) 2020-04-17 2021-04-16 Automotive fluid resistant hot melt adhesive

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2003895 2020-04-17
FR2003895A FR3109385B1 (en) 2020-04-17 2020-04-17 Hot melt adhesive resistant to automotive fluids

Publications (2)

Publication Number Publication Date
FR3109385A1 FR3109385A1 (en) 2021-10-22
FR3109385B1 true FR3109385B1 (en) 2022-12-16

Family

ID=71094564

Family Applications (1)

Application Number Title Priority Date Filing Date
FR2003895A Active FR3109385B1 (en) 2020-04-17 2020-04-17 Hot melt adhesive resistant to automotive fluids

Country Status (4)

Country Link
EP (1) EP4136135A2 (en)
CN (1) CN115943176A (en)
FR (1) FR3109385B1 (en)
WO (1) WO2021209730A2 (en)

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5978235A (en) * 1982-10-28 1984-05-07 Ube Ind Ltd Production of polyamide
EP1013694A1 (en) * 1998-12-21 2000-06-28 Henkel Kommanditgesellschaft auf Aktien Hotmelt adhesives based on polyamides
DE10040762A1 (en) 2000-08-19 2002-03-07 Henkel Kgaa Molded parts made from dimer fatty acid-free polyamides
JP2002356552A (en) * 2001-05-29 2002-12-13 Nitta Gelatin Inc Polyamide hot-melt composition
US7160979B2 (en) 2003-11-24 2007-01-09 Henkel Corporation Polyamides
US7163996B2 (en) 2003-11-24 2007-01-16 Henkel Corporation Polyamides
WO2008064950A1 (en) 2006-11-29 2008-06-05 Henkel Ag & Co. Kgaa Molded parts from hot melt adhesives
WO2009094127A2 (en) 2008-01-21 2009-07-30 Henkel Corporation Polyamides
ATE532813T1 (en) 2009-09-18 2011-11-15 Henkel Ag & Co Kgaa HYDROLYSIS-STABLE POLYAMIDES
FR3023294B1 (en) * 2014-07-01 2018-07-13 Arkema France AMINOALKYL- OR AMINOARYL-PIPERAZINE-BASED POLYAMIDES FOR THERMOFUSIBLE ADHESIVES

Also Published As

Publication number Publication date
WO2021209730A2 (en) 2021-10-21
WO2021209730A3 (en) 2021-12-09
CN115943176A (en) 2023-04-07
EP4136135A2 (en) 2023-02-22
FR3109385A1 (en) 2021-10-22

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TP Transmission of property

Owner name: ARKEMA FRANCE, FR

Effective date: 20240701