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KR-20260066763-A - Coupling agent, coating system including the same, related method and use

KR20260066763AKR 20260066763 AKR20260066763 AKR 20260066763AKR-20260066763-A

Abstract

A coupling agent (10A) is provided, the coupling agent is configured to bond to a heterogeneous substrate surface (12-1, 12-2) and comprises at least two non-identical functional groups R1 and R2 . The coupling agent, by its functional groups, causes the heterogeneous substrate surface to have improved water solubility for the adhesion of subsequent chemicals, such as a surface coating. A coating system comprising the coupling agent, a method for adapting a heterogeneous substrate to a surface coating, and related uses of the coupling agent and/or the coating system are further provided.

Inventors

  • 칼리오매키, 예세
  • 카우르, 파르미시

Assignees

  • 피코순 오와이

Dates

Publication Date
20260512
Application Date
20240821
Priority Date
20230908

Claims (20)

  1. A coupling agent (10A) configured to be coupled to a heterogeneous substrate (12) comprising surface regions (12-1, 12-2, 12-3, 12-4) made of at least two different materials, wherein the coupling agent (10A) comprises at least two non-identical functional groups, each of which has specific reactivity to the material of the corresponding substrate surface region (12-1, 12-2, 12-3, 12-4), and wherein the coupling agent (10A) is configured to modify the surface of the heterogeneous substrate (12) so that at least one functional group of the coupling agent reacts with the material of the corresponding substrate surface region, while at least one other functional group of the coupling agent remains available for reaction(s) with a molecule of a subsequent coating, thereby such that the substrate surface region has enhanced receptiveness for adhesion of the subsequent coating. Coupling agent.
  2. In paragraph 1, Configured to be bonded to a substrate material selected from metals and metal alloys, polymers, ceramics, and composite materials, Coupling agent.
  3. In paragraph 1, A molecule is represented as comprising a hydrocarbon skeletal structure X in which at least two non-identical functional groups R1 and R2 are connected, wherein X is selected from the group consisting of (i) a linear or branched structure comprising an alkane, alkene, or alkyne having 2 to 12 carbon atoms, (ii) an aromatic structure comprising a cycloalkane or cycloalkene having 3 to 12 carbon atoms, or (iii) benzene or its derivatives, and either of the at least two functional groups R1 and R2 is independently selected from the group consisting of a thiol group (-SH), an amine group ( -NH2 ), a hydroxyl group (-OH), a carboxyl group (-COOH), an aldehyde group ( -CHO ), a phosphate group ( H2PO3 ), a C1-C6 alkyl group, a halogen group, and a silane group ( -SiR'3 ), wherein R' is represented as hydrogen or an alkoxy group (-OR"), and R" is C1-C6 alkyl or hydrogen, Coupling agent.
  4. In paragraph 3, Each of the above at least two functional groups R1 and R2 is connected to the hydrocarbon skeleton structure X at a carbon atom or through a side chain containing 0 to 2 carbon atoms, Coupling agent.
  5. In any one of paragraphs 1 through 4, Represented by a molecule of the general chemical formula (I), Coupling agent: Here, X is a structure having a hydrocarbon backbone selected from the group consisting of (i) a linear or branched structure comprising an alkane, alkene, or alkyne having 2 to 12 carbon atoms, (ii) an aromatic structure comprising a cycloalkane or cycloalkene having 3 to 12 carbon atoms, or (iii) a hydrocarbon backbone selected from the group consisting of benzene or its derivatives; Here, n is 0, 1, or 2; Either R1 and R2 is independently selected from the group consisting of a thiol group (-SH), an amine group ( -NH2 ), a hydroxyl group (-OH), a carboxyl group (-COOH), an aldehyde group ( -CHO ), a phosphate group ( H2PO3 ), a C1-C6 alkyl group, a halogen group, and a silane group ( -SiR'3 ), where R' is represented as hydrogen or an alkoxy group (-OR"), and R" is a C1-C6 alkyl or hydrogen.
  6. In any one of paragraphs 1 through 4, Represented by a molecule of the general chemical formula (II), Coupling agent: Here, X is a structure having a hydrocarbon backbone selected from the group consisting of (i) a linear or branched structure comprising an alkane, alkene, or alkyne having 2 to 12 carbon atoms, (ii) an aromatic structure comprising a cycloalkane or cycloalkene having 3 to 12 carbon atoms, or (iii) a hydrocarbon backbone selected from the group consisting of benzene or its derivatives; Here, n is 0, 1, or 2; Any one of R1 , R2 and R3 is independently represented as a) a thiol group (-SH), b) an amine group ( -NH2 ), or a phosphate group ( H2PO3 ), and c) a hydroxyl group (-OH), a carboxyl group (-COOH), an aldehyde group (-CHO), or a silane group ( -SiR'3 ), where R' is represented as hydrogen or an alkoxy group (-OR"), and R" is a C1-C6 alkyl or hydrogen.
  7. In any one of paragraphs 1 through 4, Represented by a molecule of the general chemical formula (III), Coupling agent: Here, X is a structure having a hydrocarbon backbone selected from the group consisting of (i) a linear or branched structure comprising an alkane, alkene, or alkyne having 2 to 12 carbon atoms, (ii) an aromatic structure comprising a cycloalkane or cycloalkene having 3 to 12 carbon atoms, or (iii) a hydrocarbon backbone selected from the group consisting of benzene or its derivatives; Here, n is 0, 1, or 2; Any one of R1 , R2 , R3 and R4 is independently represented as a) a thiol group (-SH), b) an amine group ( -NH2 ), or a phosphate group ( H2PO3 ), c) a hydroxyl group (-OH), a carboxyl group (-COOH), an aldehyde group (-CHO), or a silane group ( -SiR'3 ) (where R' is represented as hydrogen or an alkoxy group (-OR"), and R" is a C1-C6 alkyl or hydrogen), and d) a C1-C6 alkyl group or a halogen group, preferably fluorine.
  8. A coating system (100, 110) for a substrate (12) comprising surface regions (12-1, 12-2, 12-3, 12-4) made of different materials, The above coating system - A coupling layer (10) comprising or composed of a coupling agent (10A) as defined in any one of claims 1 to 7 — said coupling layer is configured such that, when deposited on a substrate surface, the substrate surface region has enhanced receptivity to the adhesion of a subsequent deposited layer — and - Deposited layers or layers (21, 22) formed on the coupling layer above and formed through a chemical vapor deposition process in the gas phase, preferably through atomic layer deposition (ALD) including, Coating system.
  9. In paragraph 8, The coupling layer (10) is provided as a self-assembled monolayer (SAM), Coating system.
  10. In Article 8 or 9, The individual deposition layer (21) is composed of any compound selected from the group consisting of aluminum (III) oxide (Al₂O₃), titanium (IV) oxide (TiO₂), hafnium (IV) oxide (HfO₂ ) , tantalum ( V ) oxide ( Ta₂O₅ ), zirconium (IV) oxide (ZrO₂), niobium ( V ) oxide ( Nb₂O₅ ), yttrium oxide ( Y₂O₃ ), magnesium oxide (MgO), zinc oxide (ZnO), silicon dioxide ( SiO₂ ) , aluminum nitride (AlN), titanium nitride (TiN), gallium nitride (GaN), niobium nitride (NbN), and silicon nitride (SiNx). Coating system.
  11. In any one of paragraphs 8 through 10, At least one deposition layer (22) of the coating is a molecular layer deposition (MLD) film, Coating system.
  12. In Paragraph 11, MLD films are organic films, or hybrid organic-inorganic polymer films such as poly(aluminum trioxysilylheptanoate) (Al-TOSH), Coating system.
  13. In Article 11 or Article 12, The MLD film is deposited on the coupling layer (10). Coating system.
  14. In any one of paragraphs 8 through 13, A plurality of deposition layers (21, 22) arranged in a stack, Coating system.
  15. In Paragraph 14, In the stack above, the deposition layer (21) formed by ALD is alternately arranged with the MLD film (22). Coating system.
  16. In any one of paragraphs 8 through 15, Having a thickness within the range of about 5 nm to about 500 nm, preferably within the range of about 10 nm to about 300 nm, more preferably within the range of about 50 nm to about 150 nm, Coating system.
  17. As a method for adapting a heterogeneous substrate to a surface coating, The above method The method comprises the step of depositing a coupling agent (10A) having at least two non-identical functional groups having specific reactivity to the material of the corresponding substrate surface region on a substrate (12) having a surface region made of at least two different materials, and Here, at least one functional group of the coupling agent reacts with the material of the corresponding substrate surface region, thereby forming a coupling layer (10) such that at least one functional group of the coupling agent (10A) remains available for reaction(s) with the molecule of the subsequent coating, and the substrate surface region has improved water solubility for adhesion of the subsequent coating. method.
  18. In Paragraph 17, The coupling agent (10A) is represented as a molecule comprising a hydrocarbon skeleton structure X in which at least two non-identical functional groups R1 and R2 are connected, wherein X is selected from the group consisting of (i) a linear or branched structure including an alkane, alkene, or alkyne having 2 to 12 carbon atoms, (ii) an aromatic structure including a cycloalkane or cycloalkene having 3 to 12 carbon atoms, or (iii) benzene or its derivatives, and either of the at least two functional groups R1 and R2 is independently selected from the group consisting of a thiol group (-SH), an amine group ( -NH2 ), a hydroxyl group (-OH), a carboxyl group (-COOH), an aldehyde group ( -CHO ), a phosphate group ( H2PO3 ), a C1-C6 alkyl group, a halogen group, and a silane group ( -SiR'3 ), wherein R' is hydrogen or an alkoxy group (-OR"). Represented as, where R" is a C1-C6 alkyl or hydrogen, method.
  19. In Paragraph 17, The coupling agent is represented by a molecule of the general chemical formulas (I), (II), and (III) as defined in paragraphs 5, 6, and 7, respectively. method.
  20. Use of a coupling agent as defined in any one of claims 1 to 7 for modifying the surface of the heterogeneous substrate so that the heterogeneous substrate becomes more uniformly water-soluble for the adhesion of a subsequent coating.

Description

Coupling agent, coating system including the same, related method and use The present invention generally relates to compounds and methods for surface modification of heterogeneous substrates aimed at improving the adhesion of a coating on a substrate. In particular, the present invention relates to multifunctional precursor compounds for adapting a substrate having distinct site-specific surface characteristics to an additional coating. Chemical vapor deposition methods in the vapor phase, such as Chemical Vapor Deposition (CVD) and Atomic Layer Deposition (ALD), are well-established techniques for depositing various different thin film materials in a highly conformal manner. Among these, ALD is based on alternating self-saturating surface reactions, where different reactants (precursors) provided as molecular compounds or elements in a non-reactive (inert) gas carrier are sequentially pulsed into a reaction space containing a substrate. After the deposition of the reactants, purging of the substrate by an inert gas follows. A typical ALD cycle (deposition cycle) proceeds in two half-reactions (first precursor pulse - purge; second precursor pulse - purge), thereby forming a layer of material referred to as the deposited layer in a self-limiting (self-saturating) manner, typically 0.05 to 0.2 nm thick. The cycle is repeated as many times as necessary to obtain a film of a predetermined thickness. Typical substrate exposure times for each precursor are in the range of 0.01 to 1 second. Common ALD precursors include, for example, metal oxides, elemental metals, metal nitrides, metal sulfides, metal halides, metal alkylamides, and water. Therefore, ALD provides an effective method for delivering conformal coatings across an entire substrate without modifying the core material. However, ALD coatings have experienced problems when deposited on complex heterogeneous substrates with multiple and diverse growth surfaces, such as those used in biomedical applications. These substrates may simultaneously include surfaces made of ceramics, polymers, metals, and other materials. The chemical reactivity of these layers also varies, causing different nucleation behaviors of any ALD film deposited on a sample, leading to localized variations in stress and adhesion. This ultimately results in coating failure when the film is subjected to stress (e.g., when the functionality of the sample is tested by exposing it to an operating (target) environment and/or applying electricity to it). Poor adhesion of the coating leads to unsatisfactory reliability of the coated article, which is absolutely unacceptable in the case of medical devices and especially implants, and results in low/inconsistent process yields. The use of self-assembled monolayers (SAMs) as chemically selective mask layers, as well as region-selective deposition methods, is well known. However, SAMs studied to date appear to exhibit selective reactivity toward individual materials, which does not address the challenges described above. Additionally, attempts to adapt flexible substrates to coatings with high elastic moduli—such as those deposited by molecular layer deposition techniques—in order to achieve good adhesion while preserving flexibility have not been successful to date. In this regard, updates are still required in the field of developing coating systems for various and/or multi-component substrates in order to address challenges associated with achieving reasonable adhesion of coatings on substrates used in the manufacture of biomedical devices and/or (bio)electronic solutions. The object of the present invention is to solve or at least mitigate each problem arising from the limitations and disadvantages of the relevant technology. The object is achieved by various embodiments of the coupling agent as defined in independent claim 1. In an embodiment, the coupling agent is coupled to a heterogeneous substrate comprising non-identical surface regions and/or surface regions made of different materials, and is configured so that said surface regions have enhanced receptiveness for the adhesion of a subsequent coating. Thus, the coupling agent can be viewed as a surface-modifier that adapts a substrate surface having a different ability to interact with molecules reaching therein in its unmodified form to fix said molecules with such binding capacity, binding strength, and reactivity that an essentially uniform coating layer is formed over the entire heterogeneous substrate. The term "receptiveness" is used herein to define the ability of a molecule or compound to interact with another molecule or compound with the formation of a stable chemical bond. Therefore, the coupling agent equalizes the difference in water solubility of heterogeneous substrate surface regions for molecules of the subsequent coating. In an embodiment, the coupling agent is configured to bond to a substrate surface region made of two or more different materials. In an embodiment, t