Azole silane compound, surface treatment solution, surface treatment method, and use thereof
AssigneeShikoku Chemicals Corporation
InventorsShozo Miura, Takayuki Murai, Naoto Okumura, Miya Tanioka, Masato Katsumura, Noriaki Yamaji
Life of this patent
Estimating the term…
Abstract
Objects are to provide a novel azole silane compound, a synthesis method thereof, and a silane coupling agent containing the azole silane compound as a component, and to provide a surface treatment solution using the azole silane compound, a surface treatment method, and a bonding method of two materials different in the quality of material. The azole silane compound of the present invention is a compound represented by the specific chemical formula (I-1) or (II-1).
Claims38
An azole silane compound represented by the following chemical formula (I-1) or (II-1):
- (in formula (I-1), X represents a hydrogen atom, —CH3, —NH2, —SH, or —SCH3;
- Y represents —NH—;
- R represents —CH3 or —CH2CH3;
- and m represents an integer of from 1 to 12);
- [Chem. 2]
- A1-S—S-A1 (II-1)
- (in formula (II-1), A1 represents
- Z1 represents —CO—NH—(CH2)m—Si(OR)3;
- R represents —CH3 or —CH2CH3;
- and
- m represents an integer of from 1 to 12).
A synthesis method of an azole silane compound represented by the following chemical formula (I-1):
- (in formula (I-1), X represents a hydrogen atom, —CH3, —NH2, —SH or —SCH3;
- Y represents —NH— or —S—;
- R represents —CH3 or —CH2CH3;
- and m represents an integer of from 1 to 12);
- wherein the synthesis method comprises a step of reacting an azole compound represented by the following chemical formula (I-2) with a halogenated alkylsilane compound represented by the following chemical formula (I-3) in the presence of a dehydrohalogenation agent:
- (in formula (I-2), X represents a hydrogen atom, —CH3, —NH2, —SH or —SCH3;
- and Y represents —NH— or —S—);
- (in formula (I-3), R represents —CH3 or —CH2CH3, m represents an integer of from 1 to 12;
- and Hal represents a chlorine atom, a bromine atom or an iodine atom).
A synthesis method of an azole silane compound represented by the following chemical formula (II-1):
- [Chem. 6]
- A1-S—S-A1 (II-1)
- (in formula (II-1), A1 represents
- Z1 represents —CO—NH—(CH2)m—Si(OR)3;
- R represents —CH3 or —CH2CH3;
- and
- m represents an integer of from 1 to 12);
- wherein the synthesis method comprises a step of reacting an azole compound represented by the following chemical formula (II-2) with an isocyanatoalkylsilane compound represented by the following chemical formula (II-3):
- [Chem. 7]
- A0-S—S-A0 (11-2)
- (in formula (II-2), A0 represents
- (in formula (II-3), R represents —CH3 or —CH2CH3, and m represents an integer of from 1 to 12).
A silane coupling agent comprising an azole silane compound represented by the following chemical formula (III-1) or (IV-1) as a component:
- (in formula X represents a hydrogen atom, —CH3, —NH2, —SH or —SCH3;
- Y represents —NH— or —S—;
- R represents —CH3 or —CH2CH3, m represents an integer of from 1 to 12;
- and n represents 0 or an integer of from 1 to 3);
- [Chem. 10]
- A2-S—S-A2 (IV-1)
- (in formula (IV-1), A2 represents
- Z2 represents —CO—NH—(CH2)m—Si(OR)3-n(OH)n;
- R represents —CH3 or —CH2CH3;
- m represents an integer of from 1 to 12;
- and
- n represents 0 or an integer of from 1 to 3).
A surface treatment solution comprising an azole silane compound represented by the following chemical formula (III-1) or (IV-1):
- (in formula X represents a hydrogen atom, —CH3, —NH2, —SH or —SCH3;
- Y represents —NH— or —S—;
- R represents —CH3 or —CH2CH3, m represents an integer of from 1 to 12;
- and n represents 0 or an integer of from 1 to 3);
- [Chem. 12]
- A2-S—S-A2 (IV-1)
- (in formula (IV-1), A2 represents
- Z2 represents —CO—NH—(CH2)m—Si(OR)3-n(OH)n;
- R represents —CH3 or —CH2CH3;
- m represents an integer of from 1 to 12;
- and
- n represents 0 or an integer of from 1 to 3).
Dependencies are inferred from the claim text.