# US 11,441,046 B2 · Solder mask inkjet inks for manufacturing printed circuit boards

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- Number: US 11,441,046 B2
- Document ID: US11441046B2
- Status: Granted
- Kind: B2
- Application number: 16/954,588
- Filed: 2018-12-10
- Published: 2020-10-22
- Granted: 2022-09-13
- Earliest claimed: 2017-12-18
- Assignees: Agfa-Gevaert; Electra Polymer Ltd.
- Applicants: Agfa-Gevaert NV; Electra Polymer Ltd.
- Inventors: Christopher Wall; Clive Landells
- Web page: https://patentgrep.com/patent/US11441046B2

## CPC

- C09D 11/101: Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
- C09D 11/38: characterised by non-macromolecular additives other than solvents, pigments or dyes
- C08F 2/50: with sensitising agents
- C08F 220/282: {and containing two or more oxygen atoms}
- C08F 220/32: containing epoxy radicals
- C08K 5/11: of acyclic polycarboxylic acids
- C08K 5/45: Heterocyclic compounds having sulfur in the ring
- C09D 11/30: Inkjet printing inks
- C09D 11/36: based on non-aqueous solvents
- H05K 3/3452: Solder masks
- B41M 7/0081: {using electromagnetic radiation or waves, e.g. ultraviolet radiation, electron beams}
- 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 (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- H05K: PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- B41M: PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING, (correction of typographical errors B41J; processes for applying transfer pictures or the like B44C1/16; fluid media for correction of typographical errors by coating C09D10/00; printing textiles D06P)

## Abstract

A method of manufacturing an electronic device includes preparing a solder mask with a radiation curable solder mask inkjet ink containing at least one cationic polymerizable compound and a photoinitiating system, wherein the photoinitiating system includes a specified sulphonium compound and a thioxanthone.

## Claims

### Claim 1

A method of manufacturing an electronic device comprising:
jetting a radiation curable inkjet ink onto a dielectric substrate including an electrically conductive pattern; and
curing the radiation curable inkjet ink jetted onto the dielectric substrate; wherein
the radiation curable inkjet ink includes a cationic polymerizable compound and a photoinitiating system including a thioxanthone and a sulphonium compound having a chemical structure according to Formula I:
wherein
Y is selected from the group consisting of S, O, —CH2—, CO, and NR4;
R4 is selected from the group consisting of H, a substituted or unsubstituted alkyl group, and a substituted or unsubstituted aryl group;
R1, R2, and R3 are independently selected from the group consisting of H, a substituted or unsubstituted C1-C6 linear or branched alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted O-alkyl group, a hydroxyl group, a halogen, a substituted or unsubstituted S-alkyl group, a substituted or unsubstituted S-aryl group, and a NR5R6 group;
R5 and R6 are independently selected from the group consisting of H, a substituted or unsubstituted linear or branched alkyl group, a substituted or unsubstituted cycloalkyl group, and a substituted or unsubstituted aryl group;
X is a group according to formula MQp;
M is B, P, As, or Sb;
Q is F, Cl, Br, I, or a perfluorophenyl; and
p is an integer from 4 to 6.

### Claim 2 (depends on 1)

The method according to claim 1, wherein Y is O or S.

### Claim 3 (depends on 1)

The method according to claim 1, wherein R1 and R2 are independently selected from the group consisting of H, a substituted or unsubstituted C1-C6 linear or branched alkyl group, and a halogen.

### Claim 4 (depends on 1)

The method according to claim 1, wherein R3 is an aryl group.

### Claim 5 (depends on 1)

The method according to claim 1, wherein the sulphonium compound has a chemical structure according to Formula II:
wherein
X is a group according to the formula MQp;
M is B, P, As, or Sb;
Q is F, Cl, Br, I, or a perfluorophenyl; and
p is an integer from 4 to 6.

### Claim 6 (depends on 1)

The method according to claim 1, wherein the cationic polymerizable compound includes at least one epoxy, at least one vinyl ether, or at least one oxetane group.

### Claim 7 (depends on 1)

The method according to claim 1, wherein the cationic polymerizable compound is selected from the group consisting of 7-oxabicyclo [4.1.0] hept-3-ylmethyl 7-oxabicyclo [4.1.0] heptane-3-carboxylate, bis[1-Ethyl(3-oxetanyl)]methylether, Poly [(2-oxiranyl)-1,2-cyclohexanediol]-2-ethyl-2-(hydroxymethyl)-1,3-propanediol ether, 2-(2)vinyloxyethoxy-ethyl acrylate, 1,4-cyclohexane-dimethanol divinyl ether, trimethylol-propane trivinyl ether, triethyleneglycol divinyl ether, 3-ethyl-3-[(phenylmethoxy)methyl]-oxetane and bis[1-ethyl(3-oxetanyl)]methyl ether.

### Claim 8 (depends on 1)

The method according to claim 1, wherein the radiation curable inkjet ink further includes an inhibitor.

### Claim 9 (depends on 1)

The method according to claim 1, wherein the radiation curable ink further includes an acrylate or methacrylate compound.

### Claim 10 (depends on 9)

The method according to claim 9, wherein the acrylate or methacrylate compound is tricyclodecane dimethanol diacrylate.

### Claim 11 (depends on 1)

The method according to claim 1, wherein the curing is performed using UV radiation.

### Claim 12 (depends on 11)

The method according to claim 11, wherein the curing is performed using LED radiation.

### Claim 13 (depends on 1)

The method according to claim 1, further comprising:
heating the radiation curable inkjet ink cured on the dielectric substrate.

### Claim 14 (depends on 13)

The method according to claim 13, wherein the heating is performed at a temperature between 80° C. and 250° C.

### Claim 15 (depends on 1)

The method according to claim 1, wherein the electronic device is a Printed Circuit Board.