IP Library Granted Patent US 10,385,233
Granted Patent B2
US 10,385,233 · App. 14/433,743 · Granted Aug 20, 2019

Low VOC construction primer

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Quick Facts
Patent No.
US 10,385,233
App. No.
14/433,743
Granted
Aug 20, 2019
Kind
B2
Abstract

The present disclosure relates to a primer composition. The primer composition comprises: a tert butyl acetate solvent; an organometallic reagent selected from organotitanates, organozirconates, aluminum organometallic compounds, and any combination thereof; an organotin compound; a silane with at least 3 hydrolyzable groups; and a polyorganosiloxane resin. Optionally, the primer composition further comprises a second solvent different from the tert butyl acetate solvent.

Claims (55)

1. A primer composition for application to a substrate, the primer composition comprising:

(i) a tert butyl acetate solvent;

(ii) an organometallic reagent selected from organotitanates, organozirconates, aluminum organometallic compounds, and any combination thereof;

(iii) an organotin compound;

(iv) a silane with at least three hydrolyzable alkoxy groups; and

(v) a polyorganosiloxane resin; and

(vi) optionally, a second solvent;

wherein adhesion of a material applied to the substrate is improved via priming of the substrate with the primer composition; and

wherein ingredient (v) is an MQ resin having hydroxyl groups and comprised substantially of M units (R 1 R 2 R 3 SiO 1/2 ) and Q units (SiO 4/2 ), with each R 1 -R 3 independently selected from monovalent hydrocarbon groups.

2. The primer composition of claim 1 , including:

between about 20 percent by weight and about 99.5 percent by weight of ingredient (i); and

between about 0 percent by weight and about 80 percent by weight of ingredient (vi).

3. The primer composition of claim 1 , including:

between about 0.05 percent by weight and about 5 percent by weight of ingredient (ii); and/or

between about 0.05 percent by weight and about 10 percent by weight of ingredient (iii); and/or

between about 0.05 percent by weight and about 10 percent by weight of ingredient (iv); and/or

between about 0.1 percent by weight and about 5 percent by weight of ingredient (v).

4. The primer composition of claim 1 , wherein ingredient (vi) is present and selected from VOC exempt solvents or any combination thereof.

5. The primer composition of claim 1 , wherein ingredient (ii) is selected from tetrabutyl titanate, tetrapropoxy titanate, zirconium acetylacetonate, tetraethoxy titanate, tetraamyl titanate, titanium di-isopropoxy bis ethylacetoacetate, di-isopropoxy bis acetylacetonate, aluminum acetylacetonate, and any combination thereof.

6. The primer composition of claim 1 , wherein ingredient (iii) is selected from dimethyl tin di-neodecyl ester, dibutyltin dilaurate, dibutyl tin laulate, dibutyl tin acetate, dibutyl tin 2-ethyl hexanoate, and any combination thereof.

7. The primer composition of claim 1 , wherein ingredient (iv) includes a phenyltrimethoxysilane and an (ethylenediaminepropyl)trimethoxysilane.

8. The primer composition of claim 1 , wherein ingredient (iv) is selected from phenyltrimethoxysilane, (ethylenediaminepropyl)trimethoxysilane, vinyl trimethoxysilane, tetraalkylorthosilicate having the general formula SiOR 4 , tetraethoxysilane, mercapto functional-silanes, glycidyloxypropyl trimethoxysilane, and any combination thereof.

9. The primer composition of claim 1 , wherein R 1 -R 3 do not include acrylate functional groups.

10. The primer composition of claim 1 , wherein ingredient (v) has a molar ration of M units to Q units of 8:1 and/or an average of 2.1 mass % hydroxyl groups.

11. The primer composition of claim 1 , being configured to have a VOC content of below about 250 g/l, optionally below about 100 g/l.

12. The primer composition of claim 1 , wherein application of the primer to a painted substrate is configured to allow the paint to remain intact and does not cause surface marring or run-off of the paint.

13. The primer composition of claim 1 , wherein ingredients (i) and (vi) are fully miscible with ingredients (ii), (iii), (iv), and (v), either alone or in combination.

14. A method for improving adhesion of silicone-based sealants to painted substrates, comprising priming a painted substrate with the primer composition as defined in claim 1 .

15. A method of providing an improved cohesive failure mode of silicone-based sealants within the sealant matrix, comprising priming a substrate with the primer composition as defined in claim 1 .

16. The method of providing an improved cohesive failure mode of silicone-based sealants within the sealant matrix as set forth in claim 15 , wherein cohesive failure mode of silicone-based sealants within the sealant matrix is increased to above about 70%.

17. A method of priming a painted substrate surface, comprising the steps of:

optionally, cleaning the painted substrate surface to remove contaminants and drying the painted substrate surface;

applying a primer composition to the painted substrate surface, the primer composition comprising:

(i) a tert butyl acetate solvent;

(ii) an organometallic reagent selected from organotitanates, organozirconates, aluminum organometallic compounds, and any combination thereof;

(iii) an organotin compound;

(iv) a silane with at least three hydrolyzable alkoxy groups; and

(v) a polyorganosiloxane resin; and

(vi) optionally, a second solvent selected from VOC exempt solvents or any combination thereof;

allowing the primer composition to dry; and

applying a silicone-based sealant to the painted substrate;

wherein adhesion of the silicone-based sealant to the painted substrate is improved via application of the primer composition to the painted substrate; and

wherein ingredient (v) is an MQ resin having hydroxyl groups and comprised substantially of M units (R 1 R 2 R 3 SiO 1/2 ) and Q units (SiO 4/2 ), with each R 1 -R 3 independently selected from monovalent hydrocarbon groups.

18. A primer composition for application to a substrate, the primer composition comprising:

(i) a tert butyl acetate solvent;

(ii) an organometallic reagent selected from organotitanate, organozirconate, aluminum organometallic compounds, and any combination thereof;

(iii) an organotin compound;

(iv) an alkoxy-functional silane; and

(v) a polyorganosiloxane resin; and

(vi) optionally, a second solvent selected from VOC exempt solvents or any combination thereof;

optionally, wherein ingredient (iv) has at least one amine group;

wherein ingredient (v) is an MQ resin having hydroxyl groups and comprised substantially of M units (R 1 R 2 R 3 SiO 1/2 ) and Q units (SiO 4/2 ), with each R 1 -R 3 independently selected from monovalent hydrocarbon groups, the MQ resin having weight-average molecular weight between about 1,000 and about 100,000 on a standard polystyrene basis by gel permeation chromatography; and

wherein adhesion of a material applied to the substrate is improved via priming of the substrate with the primer composition.

19. The primer composition of claim 18 , wherein ingredient (v) has a Molar Ratio of M Units to Q units of 8:1 and/or an average of 2.1 mass % hydroxyl groups.

20. The primer composition of claim 18 , wherein ingredient (iv) includes a phenyltrimethoxysilane and an (ethylenediaminepropyl)trimethoxysilane.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →
CHANGE OF NAME Recorded Mar 7, 2018
From: DOW CORNING CORPORATION
To: DOW SILICONES CORPORATION
Reel/Frame 045515/0548 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 6, 2015
From: ADACHI, HIROSHI; OTA, KENJI
To: DOW CORNING TORAY CO., LTD.
Reel/Frame 035341/0148 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 6, 2015
From: DULL, BRENT D.; GALBRAITH, THOMAS W.
To: DOW CORNING CORPORATION
Reel/Frame 035341/0178 →