US 11,991,835 B2
Method for increasing adhesion strength between a metal and an organic material
Felix Tang, Berlin (DE); Fabian Michalik, Berlin (DE); Thomas Thomas, Berlin (DE); Valentina Belova-Magri, Berlin (DE); Wonjin Cho, Berlin (DE); Ting Xiao, Berlin (DE); Michael Merschky, Berlin (DE); and Tatjana Königsmann, Berlin (DE)
Assigned to Atotech Deutschland GmbH, Berlin (DE)
Appl. No. 17/433,806
Filed by Atotech Deutschland GmbH, Berlin (DE)
PCT Filed Feb. 27, 2020, PCT No. PCT/EP2020/055192
§ 371(c)(1), (2) Date Aug. 25, 2021,
PCT Pub. No. WO2020/178146, PCT Pub. Date Sep. 10, 2020.
Claims priority of application No. 19160357 (EP), filed on Mar. 1, 2019.
Prior Publication US 2022/0151080 A1, May 12, 2022
Int. Cl. C09J 4/00 (2006.01); B32B 7/12 (2006.01); B32B 15/08 (2006.01); B32B 15/20 (2006.01); C07F 7/18 (2006.01); H05K 3/38 (2006.01)
CPC H05K 3/389 (2013.01) [B32B 7/12 (2013.01); B32B 15/08 (2013.01); B32B 15/20 (2013.01); C07F 7/1804 (2013.01); C09J 4/00 (2013.01); H05K 2203/124 (2013.01)] 15 Claims
 
1. A method for increasing adhesion strength between a surface of a metal, a metal alloy or a metal oxide and a surface of an organic material comprising the following steps in this order:
(i) providing a substrate, comprising the metal, metal alloy or metal oxide on at least one side of the substrate,
(ii) contacting at least one section of said metal, metal alloy or metal oxide with
A) an azole silane compound of formula (I)

OG Complex Work Unit Chemistry
wherein
X denotes NH2, NH(NH2), NH(NHU), SH, SCH3, OCH3, NHU, or SU,
Y denotes NH, N(NH2), N(NHU), or S,
U independently denotes CH2—CH(OH)—CH2—O—(CH2)n—Si(OR)3, with R independently being (CH2—CH2—O)m—Z, wherein independently
n is an integer in the range from 1 to 12,
m is 0, 1, 2, 3, or 4, and
Z denotes H or C1 to C5 alkyl,
and/or
B) an azole silane oligomer obtained by reacting the azole silane compounds of formula (I) with each other in the presence of water such that the azole silane oligomer comprises at least one silicon-oxygen-silicon moiety,
wherein in the compounds of formula (I) used for the reaction to form the azole silane oligomer
X denotes H, CH3, NH2, NH(NH2), NH(NHU), SH, SCH3, OCH3, NHU, or SU, and
Y and U have the meanings given above,
and
(iii) applying the organic material such that the at least one section of the metal, metal alloy or metal oxide contacted with the azole silane compound and/or the azole silane oligomer during step (ii) is in contact with the applied organic material.